EP1282739B1 - Verwendung von tensidgemischen als hochgeschwindigkeits-spinnfaserpräparationen - Google Patents
Verwendung von tensidgemischen als hochgeschwindigkeits-spinnfaserpräparationen Download PDFInfo
- Publication number
- EP1282739B1 EP1282739B1 EP20010933951 EP01933951A EP1282739B1 EP 1282739 B1 EP1282739 B1 EP 1282739B1 EP 20010933951 EP20010933951 EP 20010933951 EP 01933951 A EP01933951 A EP 01933951A EP 1282739 B1 EP1282739 B1 EP 1282739B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- carbon atoms
- alkyl
- component
- esterquats
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 14
- 239000000835 fiber Substances 0.000 title description 22
- 238000002360 preparation method Methods 0.000 title description 20
- 239000004753 textile Substances 0.000 title description 4
- 239000004094 surface-active agent Substances 0.000 title 1
- -1 alkyl phosphate Chemical group 0.000 claims description 32
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 27
- 229930195729 fatty acid Natural products 0.000 claims description 27
- 239000000194 fatty acid Substances 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 26
- 150000004665 fatty acids Chemical class 0.000 claims description 22
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 229910019142 PO4 Inorganic materials 0.000 claims description 10
- 150000008051 alkyl sulfates Chemical group 0.000 claims description 10
- 239000010452 phosphate Substances 0.000 claims description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 9
- 235000021357 Behenic acid Nutrition 0.000 claims description 8
- 229940116226 behenic acid Drugs 0.000 claims description 8
- 150000004820 halides Chemical group 0.000 claims description 8
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000004359 castor oil Substances 0.000 claims description 5
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- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products 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 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 4
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- 239000000654 additive Substances 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 2
- ZAXCZCOUDLENMH-UHFFFAOYSA-N 3,3,3-tetramine Chemical compound NCCCNCCCNCCCN ZAXCZCOUDLENMH-UHFFFAOYSA-N 0.000 claims description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 claims description 2
- 125000006353 oxyethylene group Chemical group 0.000 claims description 2
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 241001673902 Argania spinosa Species 0.000 abstract 1
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- 150000002148 esters Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 6
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- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 239000003760 tallow Substances 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
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- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
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- 239000008117 stearic acid Substances 0.000 description 3
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- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 229960000735 docosanol Drugs 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- SIOLDWZBFABPJU-UHFFFAOYSA-N isotridecanoic acid Chemical compound CC(C)CCCCCCCCCC(O)=O SIOLDWZBFABPJU-UHFFFAOYSA-N 0.000 description 2
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- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- CNVZJPUDSLNTQU-SEYXRHQNSA-N petroselinic acid Chemical compound CCCCCCCCCCC\C=C/CCCCC(O)=O CNVZJPUDSLNTQU-SEYXRHQNSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
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- CFOQKXQWGLAKSK-KTKRTIGZSA-N (13Z)-docosen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCO CFOQKXQWGLAKSK-KTKRTIGZSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- CUXYLFPMQMFGPL-WPOADVJFSA-N (9Z,11E,13E)-octadeca-9,11,13-trienoic acid Chemical compound CCCC\C=C\C=C\C=C/CCCCCCCC(O)=O CUXYLFPMQMFGPL-WPOADVJFSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
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- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
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- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 229920006051 Capron® Polymers 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
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- 239000002270 dispersing agent Substances 0.000 description 1
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- 238000009826 distribution Methods 0.000 description 1
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/53—Polyethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/165—Ethers
- D06M13/17—Polyoxyalkyleneglycol ethers
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/405—Acylated polyalkylene polyamines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/463—Compounds containing quaternary nitrogen atoms derived from monoamines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/46—Compounds containing quaternary nitrogen atoms
- D06M13/467—Compounds containing quaternary nitrogen atoms derived from polyamines
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
Definitions
- the invention is in the field of textile technology and relates to the use of certain Mixtures for the production of new high-speed staple fiber preparations.
- a disadvantage of the known spun fiber preparations is for example in that it is sufficient in the medium speed range Develop a lubricating effect, but for modern high-speed processes in the range of 100,000 to 110,000 rpm are hardly suitable.
- Another disadvantage is that conventional Preparations can only be used for processing undyed fibers because they tend to dissolve dyes under the usual texturing conditions and so that the fiber bleed out. This is accompanied by an increase in deposits on the Roll.
- DE 4439090 A1 (Henkel) discloses a process for the preparation of esterquat dispersions in which the fatty acid alkanolamine esters are quaternized in the presence of nonionic surfactants.
- DE 19738303 A1 (Schwarzkopf) discloses agents which contain an active ingredient combination, for example of panthenol, esterquats and amidoamines.
- the object of the present invention was therefore to create new spin fiber preparations to make available, which also enable the processing of colored fibers or yarns and are also suitable for high-speed processes.
- esters generally means quaternized fatty acid triethanolamine ester salts. These are known substances that can be obtained using the relevant methods of preparative organic chemistry.
- German patent DE 4308794 C1 also discloses a process for the preparation of solid ester quats , in which the quaternization of triethanolamine esters is carried out in the presence of suitable dispersants, preferably fatty alcohols.
- the quaternized fatty acid triethanolamine ester salts follow the formula (I) in which R 1 CO stands for an acyl radical with 6 to 22 carbon atoms, R 2 and R 3 independently of one another for hydrogen or R 1 CO, R 4 for an alkyl radical with 1 to 4 carbon atoms or a (CH 2 CH 2 O) q H- Group, m, n and p in total stands for 0 or numbers from 1 to 12, q for numbers from 1 to 12 and X for halide, alkyl sulfate or alkyl phosphate.
- R 1 CO stands for an acyl radical with 6 to 22 carbon atoms
- R 2 and R 3 independently of one another for hydrogen or R 1 CO
- R 4 for an alkyl radical with 1 to 4 carbon atoms or a (CH 2 CH 2 O) q H- Group
- m, n and p in total stands for 0 or numbers from 1 to 12
- X for halide, alky
- ester quats that can be used in the context of the invention are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachic acid, behenic acid and erucic acid and their technical mixtures, such as they occur, for example, in the pressure splitting of natural fats and oils.
- Fatty acids with 16 to 22 carbon atoms, in particular stearic acid, behenic acid and partially hardened C 16/18 tallow fatty acid are preferably used.
- the fatty acids and the triethanolamine can be used in a molar ratio of 1.1: 1 to 3: 1 to produce the quaternized esters.
- an application ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1 has proven to be particularly advantageous.
- the preferred esterquats are technical mixtures of mono-, di- and triesters with an average degree of esterification of 1.5 to 1.9 and are derived from technical C 16/18 - tallow or palm fatty acid (iodine number 0 to 40).
- quaternized fatty acid triethanolamine ester salts of the formula (I) have proven to be particularly advantageous in which R'CO for an acyl radical having 16 to 18 carbon atoms, R 2 for R 1 CO, R 3 for hydrogen, R 4 for a methyl group, m , n and p are 0 and X is methyl sulfate.
- R'CO for an acyl radical having 16 to 18 carbon atoms
- R 2 for R 1 CO
- R 3 for hydrogen
- R 4 for a methyl group
- m , n and p are 0
- X is methyl sulfate.
- Corresponding products are on the market under the Dehyquart® AU brand (Cognis Deutschland GmbH).
- quaternized ester salts of fatty acids with diethanolalkylamines of the formula (II) are also suitable as esterquats, in which R 1 CO for an acyl radical with 6 to 22 carbon atoms, R 2 for hydrogen or R 1 CO, R 4 and R 5 independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.
- ester quats in which R 1 CO for an acyl radical with 6 to 22 carbon atoms, R 2 for hydrogen or R 1 CO, R 4 , R 6 and R 7 independently of one another for alkyl radicals with 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12 and X represents halide, alkyl sulfate or alkyl phosphate.
- suitable ester quats are substances in which the ester bond is replaced by an amide bond and which, preferably based on diethylene triamine, follow the formula (IV) in which R 1 CO represents an acyl radical having 6 to 22 carbon atoms, R 2 represents hydrogen or R 1 CO, R 6 and R 7 independently of one another represent alkyl radicals having 1 to 4 carbon atoms and X represents halide, alkyl sulfate or alkyl phosphate.
- Such amide ester quats are available on the market, for example, under the Incroquat® (Croda) brand.
- esterquats are also substances which are obtainable on the basis of ethoxylated castor oil or its hardening products and preferably follow the formula (V) in which R 8 CO for a saturated and / or unsaturated ethoxylated hydroxyacyl radical with 16 to 22, preferably 18 carbon atoms and 1 to 50 oxyethylene units, A for a linear or branched alkylene radical with 1 to 6 carbon atoms, R 9 , R 10 and R 11 independently one another represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R 12 represents an alkyl radical having 1 to 4 carbon atoms or a benzyl radical and X represents halogen, alkyl sulfate or alkyl phosphate.
- V formula (V) in which R 8 CO for a saturated and / or unsaturated ethoxylated hydroxyacyl radical with 16 to 22, preferably 18 carbon atoms and 1 to 50 oxyethylene units, A for a linear or branched alkylene radical with
- Both fatty acids and the corresponding triglycerides can be used to prepare the esterquats of the formulas (I) to (V) .
- Such a method which should be mentioned as representative of the corresponding prior art, is proposed in the European patent EP 0750606 B1 (Cognis). It is also possible to carry out the condensation of the alkanolamines with the fatty acids in the presence of defined amounts of dicarboxylic acids, such as, for example, oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, sorbic acid, pimelic acid, azelaic acid, sebacic acid and / or dodecanedioic acid.
- dicarboxylic acids such as, for example, oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid, glutaric acid, adipic acid, sorbic acid, pimelic acid, azelaic acid
- esterquats are usually commercially available in the form of 50 to 90% by weight alcoholic solutions, which can be diluted with water if required.
- the fatty acid amidoamines which can be considered as component (b) are known pseudo-cationic compounds which are condensation products of C 12 -C 22 fatty acids with ethylenediamine, diethylenetriamine, triethylenetetramine, propylenediamine, dipropylenetriamine and / or tripropylenetetramine.
- Typical examples are the reaction products of the di- or oligoamines mentioned with lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid and gadolic acid mixtures, and behenic acid mixtures, behenic acid, behenic acid , From an application point of view, the use of the condensation product of behenic acid with diethylenetriamine (DETA) is particularly preferred.
- DETA diethylenetriamine
- ethoxylated nonionic surfactants which form component (c) Question.
- the ethoxylates can be prepared in a known manner, that is to say by base-catalyzed addition of ethylene oxide to the hydroxyl group of the alcohols or by hydrotalcite-catalyzed insertion of ethylene oxide into the carbonyl ester group and have both a conventionally broad and a narrowed homolog distribution.
- Typical examples are the adducts of an average of 20 to 150, preferably 30 to 100 and in particular 40 to 75 mol of ethylene oxide over fatty alcohols or oxo alcohols with 8 to 22, preferably 12 to 18 carbon atoms, such as capron alcohol, caprylic alcohol, 2-ethylhexyl alcohol, Capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, Palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, Petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, Gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and their technical Mixtures.
- the addition products are particularly preferred from an average of 40 to 75 moles of ethylene oxide in stearyl alcohol, tallow
- adducts of an average of 20 to 150 preferably 30 to 100 and in particular 40 to 75 moles of ethylene oxide to synthetic or natural triglycerides represents which of fatty acids with 8 to 22 and in particular 12 to 18 carbon atoms derived.
- suitable vegetable oils or animal fats are Palm oil, palm kernel oil, coconut oil, olive oil or beef tallow.
- the preparations are preferably in the form of aqueous emulsions used, which can contain 1 to 30 wt .-%, preferably 15 to 25 wt .-% of the preparation.
- aqueous emulsions used, which can contain 1 to 30 wt .-%, preferably 15 to 25 wt .-% of the preparation.
- These emulsions can be prepared in the usual way, for example using godets (so-called lick-rolls) or dosing pumps and application pens applied to the fibers or yarns become. Another form of application can be the fibers or yarns to lead through immersion baths.
- the preparations can be made at various points in the yarn production or yarn equipment are used, i.e. both immediately after extrusion, when texturing or winding.
- spun fiber preparation synonymous to Teoturierettismittel or rinsing oil.
- composition and application results of the spin finishes Composition / performance 1 2 V1 V2 Cetyl phosphate potassium salt - - 80 - Esterquat I - - - 80 Esterquat II 50 70 - - Condensation product of behenic acid with diethylenetriamine 15 10 20 20 Castor oil + 200EO 35 20 - - Application results - Thread break + + O O - residue formation + O O - - Bleed out + + - - -
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
| Zusammensetzung und anwendungstechnische Ergebnisse der Spinnpräparationen | ||||
| Zusammensetzung / Performance | 1 | 2 | V1 | V2 |
| Cetylphosphat-Kaliumsalz | - | - | 80 | - |
| Esterquat I | - | - | - | 80 |
| Esterquat II | 50 | 70 | - | - |
| Kondensationsprodukt von Behensäure mit Diethylentriamin | 15 | 10 | 20 | 20 |
| Ricinusöl+200EO | 35 | 20 | - | - |
| Anwendungstechnische Ergebnisse | ||||
| - Fadenbruch | + | + | o | o |
| - Rückstandsbildung | + | o | o | - |
| - Ausbluten | + | + | - | - |
Claims (12)
- Verwendung von Mischungen, enthaltendzur Herstellung von Hochgeschwindigkeits-Spinnfaserpräparationen.(a) Esterquats,(b) Fettsäureamidoamine und(c) ethoxylierte nichtionische Tenside
- Verwendung nach Anspruch 1, dadurch gekennzeichnet, dass als Komponente (a) Esterquats der Formel (I) eingesetzt werden, in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 und R3 unabhängig voneinander für Wasserstoff oder R1CO, R4 für einen Alkylrest mit 1 bis 4 Kohlenstoffatomen oder eine (CH2CH2O)qH-Gruppe, m, n und p in Summe für 0 oder Zahlen von 1 bis 12, q für Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.
- Verwendung nach Anspruch 1, dadurch gekennzeichnet, dass als Komponente (a) Esterquats der Formel (II) eingesetzt werden, in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 für Wasserstoff oder R1CO, R4 und R5 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen, m und n in Summe für 0 oder Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.
- Verwendung nach Anspruch 1, dadurch gekennzeichnet, dass als Komponente (a) Esterquats der Formel (III) eingesetzt werden, in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 für Wasserstoff oder R1CO, R4, R6 und R7 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen, m und n in Summe für 0 oder Zahlen von 1 bis 12 und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.
- Verwendung nach Anspruch 1, dadurch gekennzeichnet, dass als Komponente (a) Esterquats der Formel (IV) eingesetzt werden, in der R1CO für einen Acylrest mit 6 bis 22 Kohlenstoffatomen, R2 für Wasserstoff oder R1CO, R6 und R7 unabhängig voneinander für Alkylreste mit 1 bis 4 Kohlenstoffatomen und X für Halogenid, Alkylsulfat oder Alkylphosphat steht.
- Verwendung nach Anspruch 1, dadurch gekennzeichnet, dass als Komponente (a) Esterquats der Formel (V) eingesetzt werden, in der R8CO für einen gesättigten und/oder ungesättigten ethoxylierten Hydroxyacylrest mit 16 bis 22, vorzugsweise 18 Kohlenstoffatomen sowie 1 bis 50 Oxyethyleneinheiten, A für einen linearen oder verzweigten Alkylenrest mit 1 bis 6 Kohlenstoffatomen, R9, R10 und R11 unabhängig voneinander für Wasserstoff oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, R12 für einen Alkylrest mit 1 bis 4 Kohlenstoffatomen oder einen Benzylrest und X für Halogen, Alkylsulfat oder Alkylphosphat steht.
- Verwendung nach mindestens einem der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass als Komponente (a) Esterquats eingesetzt werden, die sich von Fettsäuren mit 16 bis 22 Kohlenstoffatomen ableiten.
- Verwendung nach mindestens einem der Ansprüche 1 bis 7, dadurch gekennzeichnet, dass als Komponente (b) Kondensationsprodukte von C12-C22-Fettsäuren mit Ethylendiamin, Diethylentriamin, Triethylentetramin, Propylendiamin, Dipropylentriamin und/oder Tripropylentetramin eingesetzt werden.
- Verwendung nach mindestens einem der Ansprüche 1 bis 8, dadurch gekennzeichnet, dass als Komponente (b) Kondensationsprodukte von Behensäure mit Diethylentriamin eingesetzt werden.
- Verwendung nach mindestens einem der Ansprüche 1 bis 9, dadurch gekennzeichnet, dass als Komponente (c) Anlagerungsprodukte von durchschnittlich 20 bis 300 Mol Ethylenoxid an primäre C8-C22-Alkohole oder -Triglyceride eingesetzt werden.
- Verwendung nach mindestens einem der Ansprüche 1 bis 10, dadurch gekennzeichnet, dass als Komponente (c) Anlagerungsprodukte von durchschnittlich 50 bis 200 Mol Ethylenoxid an Ricinusöl eingesetzt werden.
- Verwendung nach mindestens einem der Ansprüche 1 bis 11, dadurch gekennzeichnet, das Mischungen eingesetzt werden, diemit der Maßgabe enthalten, dass sich die Mengenangaben gegebenenfalls zusammen mit weiteren Hilfs- und Zusatzstoffen zu 100 Gew.-% ergänzen.(a) 40 bis 65 Gew.-% Esterquats(b) 10 bis 20 Gew.-% Fettsäureamidoamine und(c) 15 bis 50 Gew.-% ethoxylierte nichtionische Tenside
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10024885A DE10024885A1 (de) | 2000-05-19 | 2000-05-19 | Hochgeschwindigkeits-Spinnfaserpräparationen |
| DE10024885 | 2000-05-19 | ||
| PCT/EP2001/005340 WO2001090476A1 (de) | 2000-05-19 | 2001-05-10 | Hochgeschwindigkeits-spinnfaserpräparationen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1282739A1 EP1282739A1 (de) | 2003-02-12 |
| EP1282739B1 true EP1282739B1 (de) | 2004-10-20 |
Family
ID=7642838
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP20010933951 Expired - Lifetime EP1282739B1 (de) | 2000-05-19 | 2001-05-10 | Verwendung von tensidgemischen als hochgeschwindigkeits-spinnfaserpräparationen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20030121105A1 (de) |
| EP (1) | EP1282739B1 (de) |
| AT (1) | ATE280263T1 (de) |
| DE (2) | DE10024885A1 (de) |
| ES (1) | ES2228863T3 (de) |
| MX (1) | MXPA02011167A (de) |
| PT (1) | PT1282739E (de) |
| WO (1) | WO2001090476A1 (de) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2849064B1 (fr) * | 2002-12-20 | 2006-11-03 | Saint Gobain Mat Constr Sas | Fibre de renforcement en polyolefine, utilisation et produits comprenant la fibre |
| CN114182532B (zh) * | 2020-09-14 | 2023-08-08 | 中国石油化工股份有限公司 | 聚丙烯腈基碳纤维低灰分原丝油剂 |
| CN113430681B (zh) * | 2021-07-06 | 2022-08-05 | 上海多纶化工有限公司 | 腈纶原液着色丝油剂 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4308794C1 (de) * | 1993-03-18 | 1994-04-21 | Henkel Kgaa | Verfahren zur Herstellung von festen Esterquats mit verbesserter Wasserdispergierbarkeit |
| US5869716A (en) * | 1994-03-18 | 1999-02-09 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of esterquats |
| DE4439090A1 (de) * | 1994-11-02 | 1996-05-09 | Henkel Kgaa | Verfahren zur Herstellung von wäßrigen Esterquat-Dispersionen |
| DE19515646A1 (de) * | 1995-04-28 | 1996-10-31 | Henkel Kgaa | Avivagemittel |
| DE19539846C1 (de) * | 1995-10-26 | 1996-11-21 | Henkel Kgaa | Esterquats |
| DE19602242A1 (de) * | 1996-01-23 | 1997-07-24 | Henkel Kgaa | Haaravivierende Zubereitungen |
| US5747109A (en) * | 1997-03-19 | 1998-05-05 | Colgate-Palmolive Co. | Method of preparing super-concentrated liquid rinse cycle fabric softening composition |
| DE19738303A1 (de) * | 1997-09-02 | 1999-03-04 | Schwarzkopf Gmbh Hans | Verwendung einer Wirkstoffkombination und Mittel |
| DE19962874A1 (de) * | 1999-12-24 | 2001-06-28 | Cognis Deutschland Gmbh | Transparente Avivagemittel |
-
2000
- 2000-05-19 DE DE10024885A patent/DE10024885A1/de not_active Withdrawn
-
2001
- 2001-05-10 DE DE50104220T patent/DE50104220D1/de not_active Expired - Fee Related
- 2001-05-10 PT PT01933951T patent/PT1282739E/pt unknown
- 2001-05-10 ES ES01933951T patent/ES2228863T3/es not_active Expired - Lifetime
- 2001-05-10 EP EP20010933951 patent/EP1282739B1/de not_active Expired - Lifetime
- 2001-05-10 US US10/276,888 patent/US20030121105A1/en not_active Abandoned
- 2001-05-10 AT AT01933951T patent/ATE280263T1/de not_active IP Right Cessation
- 2001-05-10 MX MXPA02011167A patent/MXPA02011167A/es unknown
- 2001-05-10 WO PCT/EP2001/005340 patent/WO2001090476A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001090476A1 (de) | 2001-11-29 |
| EP1282739A1 (de) | 2003-02-12 |
| ES2228863T3 (es) | 2005-04-16 |
| MXPA02011167A (es) | 2003-03-10 |
| ATE280263T1 (de) | 2004-11-15 |
| PT1282739E (pt) | 2005-03-31 |
| US20030121105A1 (en) | 2003-07-03 |
| DE50104220D1 (de) | 2004-11-25 |
| DE10024885A1 (de) | 2001-11-22 |
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