CA2360100A1 - Compositions adhesives activees par humidite - Google Patents
Compositions adhesives activees par humidite Download PDFInfo
- Publication number
- CA2360100A1 CA2360100A1 CA002360100A CA2360100A CA2360100A1 CA 2360100 A1 CA2360100 A1 CA 2360100A1 CA 002360100 A CA002360100 A CA 002360100A CA 2360100 A CA2360100 A CA 2360100A CA 2360100 A1 CA2360100 A1 CA 2360100A1
- Authority
- CA
- Canada
- Prior art keywords
- moisture
- adhesive composition
- activated adhesive
- isocyanate
- composition according
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 87
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 64
- 239000000853 adhesive Substances 0.000 title claims abstract description 63
- 229920005862 polyol Polymers 0.000 claims abstract description 53
- 150000003077 polyols Chemical class 0.000 claims abstract description 52
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims abstract description 46
- 239000012948 isocyanate Substances 0.000 claims abstract description 26
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 18
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 12
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 5
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 5
- 150000001414 amino alcohols Chemical class 0.000 claims abstract description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 4
- 239000000758 substrate Substances 0.000 claims description 38
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 18
- 150000003512 tertiary amines Chemical group 0.000 claims description 15
- 125000001931 aliphatic group Chemical group 0.000 claims description 13
- 239000000047 product Substances 0.000 claims description 13
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 11
- 239000000376 reactant Substances 0.000 claims description 11
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 8
- 229920000570 polyether Polymers 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 5
- 239000003999 initiator Substances 0.000 claims description 4
- 150000001875 compounds 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
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000003825 pressing Methods 0.000 claims description 2
- 229960001124 trientine Drugs 0.000 claims description 2
- -1 aliphatic tertiary amine Chemical group 0.000 abstract description 2
- 239000002023 wood Substances 0.000 description 14
- 239000002131 composite material Substances 0.000 description 8
- 238000009472 formulation Methods 0.000 description 6
- 229920001983 poloxamer Polymers 0.000 description 6
- 150000002009 diols Chemical class 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 230000009257 reactivity Effects 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 238000007792 addition Methods 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000011118 polyvinyl acetate Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- ZMSQJSMSLXVTKN-UHFFFAOYSA-N 4-[2-(2-morpholin-4-ylethoxy)ethyl]morpholine Chemical compound C1COCCN1CCOCCN1CCOCC1 ZMSQJSMSLXVTKN-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 241000183024 Populus tremula Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 239000003595 mist Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 239000011120 plywood Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 241000609240 Ambelania acida Species 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- VJHBSVIYFYIEBK-UHFFFAOYSA-N OC(C(N)(O)O)(NCC)O Chemical compound OC(C(N)(O)O)(NCC)O VJHBSVIYFYIEBK-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000010905 bagasse Substances 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000011093 chipboard Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- ZZTCPWRAHWXWCH-UHFFFAOYSA-N diphenylmethanediamine Chemical compound C=1C=CC=CC=1C(N)(N)C1=CC=CC=C1 ZZTCPWRAHWXWCH-UHFFFAOYSA-N 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 210000001145 finger joint Anatomy 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000001841 imino group Chemical class [H]N=* 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000012978 lignocellulosic material Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
Classifications
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/12—Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
-
- 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
- C08G2170/00—Compositions for adhesives
- C08G2170/40—Compositions for pressure-sensitive adhesives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
La présente invention concerne une composition adhésive activée par humidité comprenant le produit de réaction (A) d'un polyisocyanate sélectionné à partir (a) d'un mélange de diisocyanate-4,4' de dyphénylméthane polymérique et de diisocyanate-4,4' de dyphénylméthane pur et/ou (b) d'un prépolymère à terminaison d'isocyanate, et (B) d'un composant réagissant avec l'isocyanate comprenant un polyol contenant au moins un groupe aliphatique tertiaire amine fait par alcoxylation d'amines ou d'amino-alcools. Ladite composition adhésive se caractérise par un index de poids moléculaire équivalent au poids moyen d'azote du composant réagissant à l'isocyanate, représenté ici par Z¿W?, Z¿W? étant égal ou inférieur à 1500, et de formule (I) dans laquelle z¿i? représente l'index de poids moléculaire équivalent au poids moyen d'azote du composant réagissant à l'isocyanate i; n¿i? représente la quantité totale de N atomes par composant réagissant à l'isocyanate i; mw¿i? représente le poids moléculaire moyen du composant réagissant à l'isocyanate i; wt¿i? représente le poids du composant réagissant à l'isocyanate i présent; et .SIGMA.wt¿i? représente le poids total composant réagissant à l'isocyanate i présent.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11741099P | 1999-01-27 | 1999-01-27 | |
| US60/117,410 | 1999-01-27 | ||
| PCT/EP2000/000035 WO2000044848A1 (fr) | 1999-01-27 | 2000-01-05 | Compositions adhesives activees par humidite |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2360100A1 true CA2360100A1 (fr) | 2000-08-03 |
Family
ID=22372781
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002360100A Abandoned CA2360100A1 (fr) | 1999-01-27 | 2000-01-05 | Compositions adhesives activees par humidite |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP1161508A1 (fr) |
| AR (1) | AR022400A1 (fr) |
| AU (1) | AU2287700A (fr) |
| CA (1) | CA2360100A1 (fr) |
| WO (1) | WO2000044848A1 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG94826A1 (en) * | 2001-05-21 | 2003-03-18 | Nippon Polyurethane Kogyo Kk | Non-aqueous laminate adhesive |
| US20030010442A1 (en) * | 2001-07-09 | 2003-01-16 | Nowicki James W. | Reactive hot melt adhesive |
| DE102009005017A1 (de) * | 2009-01-17 | 2010-07-22 | Bayer Materialscience Ag | Reaktive Polyurethan Zusammensetzungen |
| KR102343733B1 (ko) * | 2014-05-08 | 2021-12-27 | 다우 글로벌 테크놀로지스 엘엘씨 | 유리를 결합하는데 유용한 수분 경화성 폴리우레탄 접착제 조성물의 촉진 경화 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU8230182A (en) * | 1981-04-06 | 1982-10-14 | Goodyear Tire And Rubber Company, The | Two pack polyurethane adhesive |
| JPS61228075A (ja) * | 1985-04-02 | 1986-10-11 | Meisei Kogyo Kk | 接着剤組成物 |
| GB9117068D0 (en) * | 1991-08-08 | 1991-09-25 | Ici Plc | Cold curable polyisocyanate adhesive and sealant systems |
| US5562148A (en) * | 1993-03-30 | 1996-10-08 | Ashland Inc. | Process for casting a metal |
| US6368714B1 (en) * | 1993-10-14 | 2002-04-09 | John Russell Robertson | Moisture-activated adhesive compositions |
-
2000
- 2000-01-05 EP EP00901505A patent/EP1161508A1/fr not_active Withdrawn
- 2000-01-05 WO PCT/EP2000/000035 patent/WO2000044848A1/fr not_active Ceased
- 2000-01-05 AU AU22877/00A patent/AU2287700A/en not_active Abandoned
- 2000-01-05 CA CA002360100A patent/CA2360100A1/fr not_active Abandoned
- 2000-01-19 AR ARP000100237 patent/AR022400A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2287700A (en) | 2000-08-18 |
| WO2000044848A1 (fr) | 2000-08-03 |
| AR022400A1 (es) | 2002-09-04 |
| EP1161508A1 (fr) | 2001-12-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA2171202C (fr) | Compositions adhesives activees par l'humidite | |
| HK1005621B (en) | Moisture-activated adhesive compositions | |
| CN111100592A (zh) | 一种潜伏型单组份聚氨酯热熔胶及其制备方法与胶膜 | |
| HK1001689A1 (en) | Process for bonding substrates using polyisocyanate adhesives | |
| US20050010013A1 (en) | Cold curable isocyanate adhesives with reduced foaming | |
| EP1736491B1 (fr) | Composites lignocellulosiques ayant une résistance à la chaleur améliorée, systèmes d'adhésifs et procédé | |
| CA2360100A1 (fr) | Compositions adhesives activees par humidite | |
| WO2000044803A1 (fr) | Compositions adhesives activees par humidite | |
| CA2360097A1 (fr) | Compositions adhesives activees par humidite | |
| CN117693427B (zh) | 单组分可湿固化粘合剂组合物 | |
| US6878795B2 (en) | Alternative moisture cure catalysts and cold curing polyisocyanate adhesives prepared therefrom | |
| KR20020007869A (ko) | 열가소성 폴리우레탄 수지, 그 제조방법 및 폴리우레탄접착제 | |
| JP2013087147A (ja) | 木質系ボード用接着剤組成物 | |
| CN100349945C (zh) | 非传统湿固化催化剂和从其制备的冷固化多异氰酸酯粘合剂 | |
| JPH02208005A (ja) | 軽量パーティクルボードの製造方法 | |
| JPH0730184B2 (ja) | シ−ト及び成型品の製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |