SE500111C2 - Aminoharts, förfarande för framställning därav samt användning därav som lim för cellulosabaserade produkter - Google Patents
Aminoharts, förfarande för framställning därav samt användning därav som lim för cellulosabaserade produkterInfo
- Publication number
- SE500111C2 SE500111C2 SE9202443A SE9202443A SE500111C2 SE 500111 C2 SE500111 C2 SE 500111C2 SE 9202443 A SE9202443 A SE 9202443A SE 9202443 A SE9202443 A SE 9202443A SE 500111 C2 SE500111 C2 SE 500111C2
- Authority
- SE
- Sweden
- Prior art keywords
- urea
- formaldehyde
- dialdehyde
- condensation
- molar ratio
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 15
- 229920003180 amino resin Polymers 0.000 title claims abstract description 14
- 239000000853 adhesive Substances 0.000 title claims abstract description 8
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 8
- 229920002678 cellulose Polymers 0.000 title claims abstract 5
- 239000001913 cellulose Substances 0.000 title claims abstract 5
- 238000002360 preparation method Methods 0.000 title claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 76
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 63
- 239000004202 carbamide Substances 0.000 claims abstract description 51
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical compound N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 claims abstract description 24
- 238000009833 condensation Methods 0.000 claims abstract description 22
- 230000005494 condensation Effects 0.000 claims abstract description 22
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N alpha-ketodiacetal Natural products O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims abstract description 20
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229940015043 glyoxal Drugs 0.000 claims abstract description 10
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 9
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims abstract description 9
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 8
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 5
- 150000004985 diamines Chemical class 0.000 claims abstract description 5
- 239000004312 hexamethylene tetramine Substances 0.000 claims abstract description 5
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims abstract description 5
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims abstract description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 229920005989 resin Polymers 0.000 claims description 21
- 239000011347 resin Substances 0.000 claims description 21
- 239000000047 product Substances 0.000 claims description 7
- QMNWYGTWTXOQTP-UHFFFAOYSA-N 1h-triazin-6-one Chemical compound O=C1C=CN=NN1 QMNWYGTWTXOQTP-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 239000011093 chipboard Substances 0.000 claims description 4
- 239000002023 wood Substances 0.000 claims description 4
- XJBNELXWSXDUFP-UHFFFAOYSA-N 1,1,3-tris(hydroxymethyl)urea Chemical compound OCNC(=O)N(CO)CO XJBNELXWSXDUFP-UHFFFAOYSA-N 0.000 claims description 3
- NNTWKXKLHMTGBU-UHFFFAOYSA-N 4,5-dihydroxyimidazolidin-2-one Chemical compound OC1NC(=O)NC1O NNTWKXKLHMTGBU-UHFFFAOYSA-N 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 claims description 2
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 claims description 2
- 229950005308 oxymethurea Drugs 0.000 claims description 2
- 241001024304 Mino Species 0.000 claims 1
- 239000004848 polyfunctional curative Substances 0.000 description 13
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 6
- -1 amine compound Chemical class 0.000 description 6
- 229920001807 Urea-formaldehyde Polymers 0.000 description 5
- 239000003292 glue Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 4
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 235000019270 ammonium chloride Nutrition 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 241001070947 Fagus Species 0.000 description 2
- 235000010099 Fagus sylvatica Nutrition 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000001413 cellular effect Effects 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229960000587 glutaral Drugs 0.000 description 2
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical compound O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical compound Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- IWLBIFVMPLUHLK-UHFFFAOYSA-N azane;formaldehyde Chemical compound N.O=C IWLBIFVMPLUHLK-UHFFFAOYSA-N 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- BUACSMWVFUNQET-UHFFFAOYSA-H dialuminum;trisulfate;hydrate Chemical compound O.[Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O BUACSMWVFUNQET-UHFFFAOYSA-H 0.000 description 1
- HCFPRFJJTHMING-UHFFFAOYSA-N ethane-1,2-diamine;hydron;chloride Chemical compound [Cl-].NCC[NH3+] HCFPRFJJTHMING-UHFFFAOYSA-N 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
- C08G12/12—Ureas; Thioureas
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J161/00—Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
- C09J161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C09J161/22—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C09J161/24—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9202443A SE500111C2 (sv) | 1992-08-25 | 1992-08-25 | Aminoharts, förfarande för framställning därav samt användning därav som lim för cellulosabaserade produkter |
| EP93919769A EP0656913B1 (fr) | 1992-08-25 | 1993-08-23 | Resine amino et son procede de production |
| DE69306586T DE69306586T2 (de) | 1992-08-25 | 1993-08-23 | Aminoharze und Verfahren zur Herstellung der Harze |
| AT93919769T ATE146195T1 (de) | 1992-08-25 | 1993-08-23 | Aminoharz und verfahren zur herstellung |
| PCT/SE1993/000699 WO1994004584A1 (fr) | 1992-08-25 | 1993-08-23 | Resine amino et son procede de production |
| FI950724A FI105037B (fi) | 1992-08-25 | 1995-02-17 | Aminohartsi ja menetelmä sen valmistamiseksi |
| NO950711A NO307571B1 (no) | 1992-08-25 | 1995-02-24 | Fremgangsmåte ved fremstilling av aminoharpikser, de erholdte harpikser og anvendelse derav |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE9202443A SE500111C2 (sv) | 1992-08-25 | 1992-08-25 | Aminoharts, förfarande för framställning därav samt användning därav som lim för cellulosabaserade produkter |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| SE9202443D0 SE9202443D0 (sv) | 1992-08-25 |
| SE9202443L SE9202443L (sv) | 1994-02-26 |
| SE500111C2 true SE500111C2 (sv) | 1994-04-18 |
Family
ID=20387009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE9202443A SE500111C2 (sv) | 1992-08-25 | 1992-08-25 | Aminoharts, förfarande för framställning därav samt användning därav som lim för cellulosabaserade produkter |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0656913B1 (fr) |
| AT (1) | ATE146195T1 (fr) |
| DE (1) | DE69306586T2 (fr) |
| FI (1) | FI105037B (fr) |
| NO (1) | NO307571B1 (fr) |
| SE (1) | SE500111C2 (fr) |
| WO (1) | WO1994004584A1 (fr) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6074587A (en) * | 1998-02-13 | 2000-06-13 | Cs Enviromental Technology Ltd. | Degradable container and a method of forming same |
| WO2003062340A1 (fr) * | 2002-01-25 | 2003-07-31 | Akzo Nobel N.V. | Procede et dispositif de collage |
| CN102030876B (zh) | 2010-10-12 | 2013-05-01 | 北京化工大学 | 一种甲醛超低释放脲醛树脂及其制备方法 |
| CN102952495B (zh) * | 2012-10-22 | 2015-09-09 | 永港伟方（北京）科技股份有限公司 | 一种人造板用尺寸稳定剂及其制备方法 |
| RU2541522C1 (ru) * | 2013-10-31 | 2015-02-20 | Общество с ограниченной ответственностью "Томлесдрев" | Способ получения карбамидоформальдегидной смолы |
| CN115160520B (zh) * | 2022-08-03 | 2023-07-04 | 西南林业大学 | 一种网状超支化氨基共缩聚树脂及其制备方法与应用 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2453250A1 (de) * | 1974-11-09 | 1976-05-13 | Basf Ag | Verfahren zur herstellung von pflegeleicht-ausruestungsmitteln fuer cellulosehaltige textilien |
| DE3346679A1 (de) * | 1983-12-23 | 1985-07-04 | Basf Ag, 6700 Ludwigshafen | Herstellung von harnstoff-formaldehyd-kondensaten und ihre verwendung |
| US5017641A (en) * | 1988-05-07 | 1991-05-21 | Basf Aktiengesellschaft | Preparation of aqueous nonwoven binders of low formaldehyde emission on curing based on urea, formaldehyde and glyoxal |
-
1992
- 1992-08-25 SE SE9202443A patent/SE500111C2/sv unknown
-
1993
- 1993-08-23 AT AT93919769T patent/ATE146195T1/de not_active IP Right Cessation
- 1993-08-23 DE DE69306586T patent/DE69306586T2/de not_active Expired - Fee Related
- 1993-08-23 EP EP93919769A patent/EP0656913B1/fr not_active Expired - Lifetime
- 1993-08-23 WO PCT/SE1993/000699 patent/WO1994004584A1/fr not_active Ceased
-
1995
- 1995-02-17 FI FI950724A patent/FI105037B/fi not_active IP Right Cessation
- 1995-02-24 NO NO950711A patent/NO307571B1/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SE9202443L (sv) | 1994-02-26 |
| SE9202443D0 (sv) | 1992-08-25 |
| EP0656913B1 (fr) | 1996-12-11 |
| DE69306586D1 (de) | 1997-01-23 |
| DE69306586T2 (de) | 1997-04-17 |
| NO950711L (no) | 1995-04-21 |
| WO1994004584A1 (fr) | 1994-03-03 |
| FI105037B (fi) | 2000-05-31 |
| NO307571B1 (no) | 2000-04-25 |
| FI950724L (fi) | 1995-02-17 |
| NO950711D0 (no) | 1995-02-24 |
| FI950724A0 (fi) | 1995-02-17 |
| ATE146195T1 (de) | 1996-12-15 |
| EP0656913A1 (fr) | 1995-06-14 |
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