GB2495776A - Plastisol composition for sealing and automotive coating - Google Patents
Plastisol composition for sealing and automotive coating Download PDFInfo
- Publication number
- GB2495776A GB2495776A GB1118223.5A GB201118223A GB2495776A GB 2495776 A GB2495776 A GB 2495776A GB 201118223 A GB201118223 A GB 201118223A GB 2495776 A GB2495776 A GB 2495776A
- Authority
- GB
- United Kingdom
- Prior art keywords
- text
- plastisol
- pvc
- metal parts
- citric acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 229920001944 Plastisol Polymers 0.000 title claims abstract description 92
- 239000004999 plastisol Substances 0.000 title claims abstract description 92
- 239000000203 mixture Substances 0.000 title claims abstract description 31
- 238000000576 coating method Methods 0.000 title claims abstract description 9
- 238000007789 sealing Methods 0.000 title claims description 11
- 239000011248 coating agent Substances 0.000 title claims description 6
- 229910052751 metal Inorganic materials 0.000 claims abstract description 41
- 239000002184 metal Substances 0.000 claims abstract description 41
- 239000004014 plasticizer Substances 0.000 claims abstract description 32
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Natural products OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000000654 additive Substances 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 8
- -1 citric acid ester Chemical class 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims abstract description 6
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 claims abstract description 5
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 229920001519 homopolymer Polymers 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 6
- 150000001412 amines Chemical class 0.000 claims description 6
- 239000000049 pigment Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 239000013618 particulate matter Substances 0.000 claims description 3
- 239000001069 triethyl citrate Substances 0.000 claims description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 2
- 229920000193 polymethacrylate Polymers 0.000 claims description 2
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 2
- 235000013769 triethyl citrate Nutrition 0.000 claims description 2
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 claims 1
- 239000000758 substrate Substances 0.000 abstract description 12
- 239000004814 polyurethane Substances 0.000 abstract description 3
- 229920002635 polyurethane Polymers 0.000 abstract description 3
- 239000000565 sealant Substances 0.000 abstract description 3
- 229920000915 polyvinyl chloride Polymers 0.000 abstract 3
- 239000004800 polyvinyl chloride Substances 0.000 abstract 3
- 150000001860 citric acid derivatives Chemical class 0.000 abstract 1
- 229920000058 polyacrylate Polymers 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 description 4
- 239000002318 adhesion promoter Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 125000005498 phthalate group Chemical class 0.000 description 4
- 229920000768 polyamine Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 2
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 150000002314 glycerols Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000003981 vehicle Substances 0.000 description 2
- PKQYSCBUFZOAPE-UHFFFAOYSA-N 1,2-dibenzyl-3-methylbenzene Chemical compound C=1C=CC=CC=1CC=1C(C)=CC=CC=1CC1=CC=CC=C1 PKQYSCBUFZOAPE-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- BYHQTRFJOGIQAO-GOSISDBHSA-N 3-(4-bromophenyl)-8-[(2R)-2-hydroxypropyl]-1-[(3-methoxyphenyl)methyl]-1,3,8-triazaspiro[4.5]decan-2-one Chemical compound C[C@H](CN1CCC2(CC1)CN(C(=O)N2CC3=CC(=CC=C3)OC)C4=CC=C(C=C4)Br)O BYHQTRFJOGIQAO-GOSISDBHSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004359 castor oil Chemical class 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- UCVPKAZCQPRWAY-UHFFFAOYSA-N dibenzyl benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC=2C=CC=CC=2)C=1C(=O)OCC1=CC=CC=C1 UCVPKAZCQPRWAY-UHFFFAOYSA-N 0.000 description 1
- 229960002380 dibutyl phthalate Drugs 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Chemical class CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000003054 hormonal effect Effects 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0016—Plasticisers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/11—Esters; Ether-esters of acyclic polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
- C08L33/12—Homopolymers or copolymers of methyl methacrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
- C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
- C09D127/04—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C09D127/06—Homopolymers or copolymers of vinyl chloride
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
- C09D133/12—Homopolymers or copolymers of methyl methacrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
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- Chemical & Material Sciences (AREA)
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Sealing Material Composition (AREA)
Abstract
A plastisol composition comprises (i) pulverulent polymer of polyvinyl chloride or polyacrylate (ii) a plasticizer of a citric acid ester of formula I, and (iii) amino- and/or amido-functional compounds and/or blocked polyurethanes as reactive additives. The citric acid esters act as a plasticizer and provide plastisols with moderate curing temperatures that confer good adhesion results when applied to organically coated metal substrates. The plastisol compositions of the underlying invention are especially useful for sealants and underbody coatings in the automotive industry. The preferred citrates are acetyl tri-butyl citrate or acetyl tri(2-ethylhexyl) citrate. The PVC may additionally contain a PVC copolymer formed with vinyl acetate, styrene or (alkyl)(meth)acrylates. Formula I: wherein R1 is H or C1-5, and R2-R4 are independently C2-9 alkyls.
Description
Plastisol composition for scam and underbody sealants The underlying invention relates to a plastisol compositions based on pulverulent polymers and amino-andior amido-frmnctional compounds and/or blocked polyurethanes as reactive additives wherein the plastisol additionally comprises citric acid esters. The citric acid esters act as a plasticizer and provide plastisols with moderate curing temperatures that confer good adhesion results when applied to organically coated metal substrates. The plastisol compositions of the underlying invention are especially usethl for seam and underbody sealants in the automotive industry.
Plastisols are generally known in the prior art to be dispersions of organic plastics in plasticizers that may additionally contain auxiliary substances like pigments, fillers, adhesion promoters and foaming aids. The plastisols have the property to gel on heating to higher temperature and thereafter to cure on cooling. The organic plastic is usually formulated as a pulverulent material to ease the dispersion ofthe polymer in the presence of the liquid plasticizer. Due to their gelling and curing properties plastisols are widely used as sealing compositions, e.g. for seam seals on metal construction parts or as a flange seam adhesive in the metal industry, as corrosion protection coatings for metals, e.g. underseals for motor vehicles, for impregnating and coating substrates oftextile materials, e.g. as a coating for carpet backing. The desired sealing properties are conferred mainly due to the physical barrier properties and the flexible mechanical properties ofthe cured plastisol but as well due to their unique flow properties that ensure the almost unlimited applicability of plastisols, e.g. by spray coating or by foaming.
Nevertheless, it is a prerequisite for the performance that good adhesion of the cured plastisol to the substrate is provided, especially on metal substrates. Therefore, adhesion promoters are often added to the plastisols in order to effect long-term adhesion of the plastisols on steel, aluminum or galvanized and/or electrodipcoated or otherwise organically pretreated metal sheets. In this respect polyaminoamides are used as an additive for plastisols based on PVC-type and/or acrylate-type ofresins.
GB-A-1193896 thus describes aPVC plastisol which comprises an epoxy resin and dicyandiamide as well as a-benzyldimethyldiamine as adhesion-promoting substances.
DE-A-2642514 proposes the addition of Schiff's bases and/or enamines based on polyarninoamides and epoxy resins to PVC plastisols in order to improve the adhesion thereof to metallic substrates. A large number of patent applications furthermore describes the use of polyaminoamides and derivatives and reaction products thererof as adhesion promoters for plastisols, in particular PVC plastisols, and examples which may be mentionedare DE-A-2906134,DE-A-3l [1815, DE-A-3201265, EP-A-l7l85OorEP-A-263053.
US-B-7,163,976 discloses that the addition of pulverulent saccharides to a plastisol composition increases the adhesion to a large number of substrates employed in automobile construction. These plastisols are especially suitable for the sealing of metal parts that as well might have been organically precoated.
In spite of a large number of proposed solutions to achieve good adhesion ofplastisol compositions to the most diverse substrates, in particular metallic substrates, there still exists a sustained need for an improved adhesion ofplastisols on a large number of substrates, especially on organically coated metal parts, as well as for providing plastisols that can be cured at relatively low temperature without negatively affecting the adhesion of the cured plastisol to the substrate. With increasing energy costs it becomes more and more desirable to establish plastisols that gel and thereafter cure at relatively low temperatures in order to employ competitive sealing processes.
Surprisingly, it was found that for a specific range of plastisols the use of citric acid esters significantly promotes the adhesion while only moderate temperatures are necessary to gel and cure the plastisol.
The underlying invention therefore applies to a plastisol suitable for the sealing of metal parts comprising a) 20-60 wt.-% of a pulverulent resin selected from PVC and/or Poly(meth)acrylate resins; b) 10-50 wt.-% of one or more plasticizers, wherein at least 30 wt-% of the total amount of plasticizers is comprised of citric acid esters according to the following general formula (I): C(=O)0R2 R10 C(=O)0R3 C(=O)0R4 wherein Ri is selected from hydrogen, branched or linear alkyl group with not more than 5 carbon atoms or an acetyl group; it2, it3 and R4 are mutually independent from each other selected from a branched or linear alkyl group with at least 2, but not more than 9 carbon atoms; c) at least 0.5 wt.-%, but prefrrably not more than 5 wt.-% of reactive additives based on amino-and/or amido-functional compounds and/or blocked polyurethanes; d) optionally up to 40 wt.-% of inorganic particulate matter and pigments; e) optionally up to 10 wt.-% of organic solvents.
Plastisols according to the invention that have been applied to metal parts can already be cured at peak metal temperatures of 125°C while the peak metal temperature is the highest temperature the metal part reached during the curing process. Moreover, it was found that the use of citric acid esters according to fbnnula (1) provides superior adhesion of the sealing compared to plastisols wherein phthalates are the sole plasticizer.
With respect to the capability of the plastisol to confer a significant improvement of the adhesion, when applied and cured on organically coated metal parts, and to cure at comparably low curing temperatures it is mandatory that a minimum amount of at least wt.-% of the total amount of the plasticizer in the plastisol is comprised of citric acid esters according to the general formula (I).
The citric acid esters according to formula (1) do as well act as a conventional plasticizer and therefore might be present in an amount above 30 % with respect to the total amount of plasticizers. Moreover, the adhesion of the cured plastisol on organically coated metal parts further improves with an increased amount of the citric acid esters according to formula (1). Thus, in a preferred embodiment the citric acid esters according to formula (1) constitute at least 50 wt.-%, more preferably at least 80 wt.-% ofthe plasticizer of the plastisol of the underlying invention. Tn an especially preferred embodiment the plastisol does not comprise more than 1 wt.-% of plasticizers other than the citric acid esters according to formula (1).
It was found that those plastisols according to the invention give rise to significant improvement of the adhesion to orgaiically coated metal parts, especially to cathodically electrocoated metal parts, that comprise citric acid esters according to formula (I) wherein the residual Ri is an acetyl group and/or wherein at least one and preferably each of the residuals R2, R3 and R4 is selected from a linear alkyl group with not more than 7 carbon atoms, preferably not more than 5 carbon atoms. Within particularly preferred plastisols the citric acid esters according to formula (1) are selected from acetyl-tri-n- butyl citrate, tri-n-butyl citrate, acctyl-triethyl citrate, triethyl citrate and/or acetyl-2-ethylhexyl citratc, especially prefelTed is acetyl-tri-n-butyl citrate.
The poly(meth)acrylate-type ofpulvcrulent resins is a polymeric resin that preferably comprises copolymers of styrene with (meth)acrylic acid, (meth)acrylamide andior alkyl (meth)acrylates or copolymers of methyl or ethyl methactylate with C-to Cg-alkyl (meth)acrylates or alkyl (meth)acrylate homopolymers or mixtures of the abovementioned polymers.
The PVC-type of pulverulent resins is a polymeric resin that preferably comprises a mixture of homopolymers of vinylchloride monomer (PVC homopolymer) and copolymers containing vinylchloride monomer units (PVC copolymers). The PVC copolymers are preferably selected from copolymers comprising vinyl acetate, styrene,
S
(meth)acrylates and/or alkyl(meth)acrylates, more preferably the PVC copolymers comprise vinyl acetate.
The preferred K-value of the PVC-type resins according to DIN EN ISO 1628-2 lies within the range of 62 to 72, more preferably within the range of 66 to 70. The K-value is related to the molecular weight of the PVC-type of pulverulent resin. The K-value impacts the thsion temperature and gellation rate of the Plastisol. The K-valuc also influences the melt viscosity of the plastisol composition and the rate at which the composition can be foamed. Typically the higher the K value the better the mechanical properties but the lower the flowability.
It was found that comparably low weight ratios of the PVC copolymer to the PVC homopolymer can be achieved when at least 30% of the plasticizers of the plastisol are citric acid esters according to formula (I) without significiantly deteriorating the adhesion of the cured plastisol. A decrease in the relative amount of PVC copolymers regularly gives rise to an improved viscosity stability of the plastisol. Therefore, in a preferred plastisol the weight ratio of PVC copolymers to PVC homopolymers lies within the range from 1.2 to 1.8, more preferably in the range from 1.2 to 1.6.
PVC-type of pulverulent resins arc generally preferred in plastisols according to the invention.
Amino-andIor amido-functional compounds and/or blocked polyurcthanes, individually or in combination, such as are known as adhesion promoters from PVC-type plastisol technology, are an essential reactive additive of the plastisols according to the invention, these having the effect of a considerable improvement in the adhesion properties in the presence of the citric acid esters according to formula (I).
A preferred reactive additive are the well-known polyaminoamides based on dimerized fatty acids and low molecular weight di-or polyamines, and/or amino-functional condensation products of epoxides based on the bisglycidyl ether ofbisphenol A with diamines or polyamines, such as ethylenediamine, propylenediamine, ctc.
In a specifically preferred plastisol the reactive additive is a polyaminoamide with an amine value of at least 100mg ICOH / g, but not more than 500 mg KOH / g. The amine value is a measure for the number of primary, secondary and tertiaiy amino-groups in the polymer and accords with the amount of KOH in milligrams which is stoichiometrically equivalent to the amount of amines per gram of the polymer. The amine value has to be determined according to DIN 53176.
Within the underlying invention the term "plasticizer" denotes organic ester compounds with a molecular weight below 1,000 g/mol that are selected from carboxylate esters, phosphate esters and sulfonate esters.
As a rule, suitable plasticizers are all the conventional plasticizers (in this context compare e.g. Paul E. Bruins, Plasticizer Technology [Reinhold PubI. Corp., New Yorki, vol. 1, p. 228-232). C4-to C16-alkyl phthalates, such as dibutyl phthalate, dioctyl phthalate, diheptyl phthalate, benzyl butyl phthalate, dibenzyl phthalate, diisononyl phthalate (DINP), diisodecyl phthalate (DP) and diundecyl phthalate (DRiP) as well as the known plasticizers from the group consisting of organic phosphates, adipates and sebacates or also benzyl benzoate and other benzoate plasticizers, alkylsulfonic acid esters of phenol or cresol, dibenzyltoluene or di-phenyl ether are suitable. Furthermore, ester compounds of glycerols formed by esterification reaction of glycerols with carboxylic acids, such as acetic acid, propionic acid or butyric acid, can be used as plasticizers as well as citric acid esters.
The choice criteria for the plasticizers preferably used depend on the one hand on the polymer composition and on the other hand on the viscosity, the gelling conditions of the plastisol and the desired physical properties of a plastisol coated metal part.
It is preferred for reasons of health safety that the plastisols according to the invention do not contain more than 1 wt.-% of phthalates, even more preferably the plastisols according to the invention do not contain any phthalates. Most of the phthalates that are commonly used as plasticizers are hazardous and prone to cause hormonal disbalance in human bodies. Even curedplastisols thatwere appliedin order to seal jointmetal parts of car bodies steadily outgas small amounts of volatile plasticizer compounds, which thereby might be temporarily trapped in the inside of the vehicle interior. Plastisol compositions suitable for the sealing ofjoint metal parts in car bodies are thus preferred that do not comprise more than I wt.-% of plasticizers other than those selected from citric acid esters, more preferably other than those selected from citric acid esters according to formula (I). In this context it is even more preferred that the citrate acid esters according to formula (1) constitute the sole type of plasticizer used in a plastisol according to the invention.
The plastisols according to the invention can moreover optionally comprise ifirther auxiliary substances and additives such as are conventional in plastisol technology. These include e.g. colored pigments, anti-ageing agents, rheology auxiliaries, such as e.g. pyrogcnic silicas, bentones, hydrocarbons and castor oil derivatives, and blowing agents for the preparation of foamed plastisols. These conventional additives include, for example, epoxide plasticizers, preferably epoxidized natural oils, such as epoxidized soya bean oil, epoxidized linseed oil or epoxidized tall oil. As is known, epoxidized plasticizers may be used in small amounts as heat stabilizers in PVC plastisols in particular.
A preferred plastisol composition does not comprise more than 50 wt.-% of auxiliary substances and additives, especially not more than 40 wt.-% of inorganic particular matterand pigments, e.g. bentones, pyrogenie silicas, titanium dioxide, and not more than wt.-% of organic solvents, e.g. hydrocarbons.
In an especially preferred embodiment of the invention the plastisol suitable for the sealing of metal parts comprises a) 20-60 wt.-% of a pulverulcnt PVC resin; b) 10-50 wt.-% of one or more plasticizers, wherein at least 30 wt-% of the total amount of plasticizers is comprised of citric acid esters according to the following general formula (U: flC(=O)0R2 R10 [C(=O)0R3 C(=O)0R4 wherein R1 is selected from hydrogen, branchcd or linear alkyl group with not more than 5 carbon atoms or an acetyl group, preferably an acetyl group; R2, R3 and R4 are mutually independent from each other selected from a linear ailcyl group with at least 2, but not more than 7 carbon atoms, preferably not more than 5 carbon atoms; c) at least 0.5 wt.-%, but preferably not more than 5 wt.-% of reactive additives based on amino-and/or amido-functional compounds, preferably based on polyaminoamides with an amine value of at least 100 mg ICOH / g, but not more than 500mg KOH / g; d) optionally up to 40 wt.-°A of inorganic particulate matter and pigments; c) optionally up to 10 wt.-°A of organic solvcnts.
The plastisols according to the invention are especially suitable to be applied and cured on organically coated metal parts. It was found that the adhesion of the cured plastisol on the metal part can be significantly improved when the metal parts bear an organic coating based on a thermosetting polymer composition comprising an epoxy and/or acrylic base resin and a polyamine and/or polyisocyanate crosslinker. Therefore, the plastisols according to the invention were found to be superior in adhesion when applied to cathodically clectrocoated metal parts as they are based on the prescribed thermosctting polymer compositions.
The present invention also encompasses a process for the scaling of seams ofjoint metal parts comprising the steps of applying a plastisol composition according to the invention to joint metal parts in a way that the plastisol composition covers at least partially the scams between the joint metal parts and curing said plastisol composition at a peak metal temperature above 120 °C, but preferably below 150 °C, more preferably below 140 °C.
Moreover, the present invention encompasses a process for the coating of automobile underbodies comprising the steps of applying a plastisol composition according to the invention to an automobile underbody and curing said plastisol composition at a peak metal temperature above 120 °C, but preferably below 150 °C, more preferably below °C.
In order to achieve superior adhesion of the cured plastisol to the metal parts, it is preferred that within one of the proeesscs according to the invention the plastisol is applied to organically coated, more preferably to cathodically electrocoated metal parts, wherein the organic coatings are preferably based on a thermosctting polymer composition comprising an epoxy and/or acrylic base resin and a polyamine and/or polyisocyanate crosslinker.
Examples:
Adhesion Test: A wedge from 0 to 3mm of the plastisol according to Table 1 is applied on a fresh series of cathodically eleetrocoated CRS steel sheets (Cathoguard 500, BASF, approx. 20 jtm layer thickness). Afterwards the samples are heated at the prescribed peak metal temperature for I 2mm using a circulating air drying oven. After cooling for approx. I to 2 hours the sample is tested for fracture pattern. The whole underbody wedge is cut twice down to the substrate into three approximately 10mm wide stripes. The whole width of the wedge starting from the thick end is to be cut. The plastisol wedge is manually torn off in a slow and even manner.
Evaluation of fracture pattern: "1" = 95-100% cohesive break pattern "2" = 95-tOO % cohesive break pattern, maximum 5% adhesive break pattern at the edges "3" = 75-95 % cohesive break pattern "4" = 50-75 % cohesive break pattern "5" = 25-50% cohesive break pattern "6"= 0-25 % cohesive break pattern oi of, ov of (fl 3-63) suoq.rnnoip4j JOUi1 JO OJflJX1J 1 I I P!X0!U WflLUI3J!j £ £ £ £ P0tm1 91 911 91 9 awuoqn) wIliDftlj /HO)I U 0 T 011 OLljiA-OUITUy o oz GPIU!t?OU!WBXlOd L9 0111A1I ogi oi oi JawouoaToJ-aJnJoaeTAu!A ituAjodoj JAJ OL-99 OEljt?A-)j 00 00 OO[ 001 aotucjouowoHJAd Ot' ---1IIUId jXUOUOSI1Q jAxoqjAqio-= j >j -OfE --Xanq-u = (J) rjnuuoj --Ot' - ________________ __________________ UOO4)/cLI = 0) UipJ0DDU J04S3 I)!DV OIU4!J XTJnq-u = )J J ---01' jf4)P = OAflJdIflo') £ oidmxil z T aidwxa spunodLuoj I!3A UI lJ spuiiodrnoo oqjo rniotu OAiT3OdSOJ Oqi PUI SUOT1IS0dUIOO ioriia vqj. ii:
The test rcsults of the plastisols according to Table 1 that arc Ustcd in Table 2. In comparison to a plastisol formulation that is based on phthalatc cstcrs only it is evidcnt that thc fracture pattern of the citric cstcrs comprising plastisols show at moderate curing temperaturcs of not more than 130 °C supcrior results in thc adhcsion test. At highcr curing tcmpcraturcs the adhesion pcrformance of the phthalatc comprising plastisol becomcs comparable to the cifric cstcr comprising plastisols, whilc the use ofacetyl-tri-n-butyl citric acid estcr (Example 1) as a plasticizer still gives rise to the bcst adhesion pcrfonnance regardlcss of the respective curing tcmpcrature.
Tab. 2 Results from Adhcsion and Corrosion Tests of cured Plastisols according to Tab. 1 on electrocoated CRS sheets Comparative after cunng (a) Example 1 Example 2 Example 3 _______ __________ _______________ ______________________________ Example 140°C 1 1-2 1-2 1-2 135°C 1 1-2 1-2 1-2 130°C 1 2 2-3 3 125°C 2-3 3 3-4 4-5
Claims (1)
- <claim-text>Claims Plastisol suitable for sealing of metal parts comprising a) 20-60 wt.-% of a pulverulent polymer selected from PVC and/or Poly(meth)acrylate resins; b) 10-50 wt.-% of one or more plasticizers, wherein at least 30 wt-% of the total amount ofplastieizers is comprised of citric acid esters according to the following general formula (T): flC(=O)0R2 R10 C(=O)0R3 wherein R1 is selected from hydrogen, branched or linear alkyl group with not more than 5 carbon atoms or an acetyl group; R2, R and R4 are mutually independent from each other selected from a branched or linear ailcyl group with at least 2, but not more than 9 carbon atoms; c) at least 0.5 wt.-%, but preferably not more than S wt.-% of reactive additives based on amino-and/or amido-functional compounds and/or blocked polyurcthanes; d) optionally up to 40 wt.-% of inorganic particulate matter and pigments; e) optionally up to 10 wt.-% of organic solvents.</claim-text> <claim-text>2. Plastisol according to claim 1 wherein the residual Ri is an acetyl group.</claim-text> <claim-text>3. Plastisol according to one or both of the claims 1 and 2 wherein at least one and preferably each of the residuals R2, R and R4 is selected from a linear alkyl group with not more than 7 carbon atoms, preferably not more than 5 carbon atoms.</claim-text> <claim-text>4. Plastisol according to one or more of the preceding claims wherein the citric acid esters according to formula (1) arc selected from acetyl-tri-n-butyl citrate, fri-n-butyl citrate, acetyl-triethyl citrate, triethyl citrate and/or acctyl-2-ethylhexyl citrate and preferably is acetyl-tri-n-butyl citrate.</claim-text> <claim-text>5. Plastisol according to one or more ofthe preceding claims \vhcrein the reactive additivc is selected from polyaminoamides.</claim-text> <claim-text>6. Plastisol according to claim 5 wherein the polyarninoamides possess an amine value of at least 100mg KOH / g, but not more than 500mg KOl-T / g.</claim-text> <claim-text>7. Plastisol according to one or more of the preceding claims wherein the pulverulent polymer is sclccted from PVC resins, wherein the PVC resins prcfcrably comprise a mixture of PVC homopolymers and PVC copolymers, wherein the PVC copolymers arc preferably selected from copolymcrs comprising vinyl acetate, styrene, (meth)aciylates and/or alkyl(mcth)acrylates.</claim-text> <claim-text>8. Plastisol according to claim 7, wherein the weight ratio of PVC copolyniers to PVC homopolymers lies within the range from 1.2 to I.8, preferably within the range from [.2 to 1.6.</claim-text> <claim-text>9. Process for the sealing of seams of joint metal parts comprising the steps of applying a plastisol composition according to one or more of the claims 1 to 8 to joint metal parts in a way that the pastisol composition covers at least partially the seams between the joint metal parts and curing said plastisol composition at a peak metal temperature above 120 °C, but preferably below ISO °C.</claim-text> <claim-text>10. Process for the coating of automobile underbodies comprising the steps of applying a plastisol composition according to one or more ofthe claims I to 8 to an automobile underbody and curing said plastisol composition at a peak metal temperature above 120 °C, but below ISO °C, preferably below 140 °C.</claim-text> <claim-text>11. Process according to one or both of the preceding claims 9 or 10 wherein the plastisol is applied to organically coated metal parts, preferably to cathodically clcctrocoated metal parts.</claim-text>
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1118223.5A GB2495776A (en) | 2011-10-21 | 2011-10-21 | Plastisol composition for sealing and automotive coating |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1118223.5A GB2495776A (en) | 2011-10-21 | 2011-10-21 | Plastisol composition for sealing and automotive coating |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| GB201118223D0 GB201118223D0 (en) | 2011-12-07 |
| GB2495776A true GB2495776A (en) | 2013-04-24 |
| GB2495776A8 GB2495776A8 (en) | 2013-05-01 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1118223.5A Withdrawn GB2495776A (en) | 2011-10-21 | 2011-10-21 | Plastisol composition for sealing and automotive coating |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110564080A (en) * | 2019-02-18 | 2019-12-13 | 艾夫特斯有限公司 | Plastisol compositions suitable for sealing metal parts |
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| GB1516510A (en) * | 1974-11-15 | 1978-07-05 | Teroson Gmbh | Plastisol of an organic polymer and a plasticiser |
| JPH06322225A (en) * | 1993-05-14 | 1994-11-22 | Toyo Seikan Kaisha Ltd | Plastisol composition of excellent pot life |
| JPH06322218A (en) * | 1993-05-14 | 1994-11-22 | Toyo Seikan Kaisha Ltd | Acrylic plastisol composition excellent in creep resistance |
| GB2278116A (en) * | 1993-05-14 | 1994-11-23 | Toyo Seikan Kaisha Ltd | Acrylic resin plastisols |
| WO2001094464A1 (en) * | 2000-06-02 | 2001-12-13 | Henkel Corporation | A plastisol composition and method for using same |
| JP2003276757A (en) * | 2002-03-20 | 2003-10-02 | Daiwa Can Co Ltd | Food and beverage bottle cap with excellent corrosion resistance |
| JP2004083665A (en) * | 2002-08-23 | 2004-03-18 | Zeon Kasei Co Ltd | Plastisols and articles |
| US20100093885A1 (en) * | 2008-07-19 | 2010-04-15 | Lanxess Deutschland Gmbh | Plasticizer preparations |
-
2011
- 2011-10-21 GB GB1118223.5A patent/GB2495776A/en not_active Withdrawn
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1142754A (en) * | 1966-03-10 | 1969-02-12 | Grace W R & Co | Plastisol compositions containing vinyl chloride polymers |
| GB1516510A (en) * | 1974-11-15 | 1978-07-05 | Teroson Gmbh | Plastisol of an organic polymer and a plasticiser |
| JPH06322225A (en) * | 1993-05-14 | 1994-11-22 | Toyo Seikan Kaisha Ltd | Plastisol composition of excellent pot life |
| JPH06322218A (en) * | 1993-05-14 | 1994-11-22 | Toyo Seikan Kaisha Ltd | Acrylic plastisol composition excellent in creep resistance |
| GB2278116A (en) * | 1993-05-14 | 1994-11-23 | Toyo Seikan Kaisha Ltd | Acrylic resin plastisols |
| WO2001094464A1 (en) * | 2000-06-02 | 2001-12-13 | Henkel Corporation | A plastisol composition and method for using same |
| JP2003276757A (en) * | 2002-03-20 | 2003-10-02 | Daiwa Can Co Ltd | Food and beverage bottle cap with excellent corrosion resistance |
| JP2004083665A (en) * | 2002-08-23 | 2004-03-18 | Zeon Kasei Co Ltd | Plastisols and articles |
| US20100093885A1 (en) * | 2008-07-19 | 2010-04-15 | Lanxess Deutschland Gmbh | Plasticizer preparations |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110564080A (en) * | 2019-02-18 | 2019-12-13 | 艾夫特斯有限公司 | Plastisol compositions suitable for sealing metal parts |
| EP3696225A1 (en) | 2019-02-18 | 2020-08-19 | Eftec Nv | Plastisol composition suitable for sealing of metal parts |
| CN110564080B (en) * | 2019-02-18 | 2021-09-24 | 依多科（常熟）汽车材料有限公司 | Plastisol compositions suitable for sealing metal parts |
Also Published As
| Publication number | Publication date |
|---|---|
| GB201118223D0 (en) | 2011-12-07 |
| GB2495776A8 (en) | 2013-05-01 |
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