CA1276049C - Adhesif de polyol/polyepoxy/polyurethane - Google Patents

Adhesif de polyol/polyepoxy/polyurethane

Info

Publication number: CA1276049C
Authority: CA; Canada
Prior art keywords: polyepoxide; polyol; component; weight; composition
Prior art date: 1986-09-11
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

Application number

CA000518006A

Other languages

English (en)

Inventor

Anil B. Goel

Harvey J. Richards

Robert A. Grimm

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Ineos Composites IP LLC

Original Assignee

Ashland Oil Inc

Priority date (The priority date 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 date listed.)

1986-09-11

Filing date

1986-09-11

Publication date

1990-11-06

1986-09-11 Application filed by Ashland Oil Inc filed Critical Ashland Oil Inc

1986-09-11 Priority to CA000518006A priority Critical patent/CA1276049C/fr

1990-11-06 Application granted granted Critical

1990-11-06 Publication of CA1276049C publication Critical patent/CA1276049C/fr

2007-11-06 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

230000001070 adhesive effect Effects 0.000 title claims abstract description 39
239000000853 adhesive Substances 0.000 title claims abstract description 38
229920005862 polyol Polymers 0.000 title claims abstract description 30
150000003077 polyols Chemical class 0.000 title claims abstract description 29
229920000647 polyepoxide Polymers 0.000 title claims abstract description 25
239000004814 polyurethane Substances 0.000 title claims description 9
229920002635 polyurethane Polymers 0.000 title claims description 9
239000000203 mixture Substances 0.000 claims abstract description 23
239000005056 polyisocyanate Substances 0.000 claims abstract description 17
229920001228 polyisocyanate Polymers 0.000 claims abstract description 17
238000000034 method Methods 0.000 claims description 18
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 17
-1 organo tin compound Chemical class 0.000 claims description 17
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 14
239000012948 isocyanate Substances 0.000 claims description 13
150000002513 isocyanates Chemical class 0.000 claims description 12
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 9
239000004593 Epoxy Substances 0.000 claims description 8
239000003054 catalyst Substances 0.000 claims description 8
JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 claims description 8
229920000570 polyether Polymers 0.000 claims description 8
239000000758 substrate Substances 0.000 claims description 8
229940106691 bisphenol a Drugs 0.000 claims description 6
238000006243 chemical reaction Methods 0.000 claims description 6
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 5
125000003700 epoxy group Chemical group 0.000 claims description 5
AQBLLJNPHDIAPN-LNTINUHCSA-K iron(3+);(z)-4-oxopent-2-en-2-olate Chemical compound [Fe+3].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O AQBLLJNPHDIAPN-LNTINUHCSA-K 0.000 claims description 5
239000004721 Polyphenylene oxide Substances 0.000 claims description 4
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
239000000463 material Substances 0.000 claims description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 3
239000007795 chemical reaction product Substances 0.000 claims description 3
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 3
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims description 3
235000020778 linoleic acid Nutrition 0.000 claims description 3
GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 1
239000002904 solvent Substances 0.000 abstract description 4
238000012360 testing method Methods 0.000 description 25
239000003677 Sheet moulding compound Substances 0.000 description 10
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
239000000945 filler Substances 0.000 description 7
150000002118 epoxides Chemical class 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
239000003822 epoxy resin Substances 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
150000001993 dienes Chemical class 0.000 description 3
238000009472 formulation Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
238000010998 test method Methods 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
239000011324 bead Substances 0.000 description 2
150000002009 diols Chemical class 0.000 description 2
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
238000007654 immersion Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000002184 metal Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
229920000728 polyester Polymers 0.000 description 2
239000000047 product Substances 0.000 description 2
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
GFNDFCFPJQPVQL-UHFFFAOYSA-N 1,12-diisocyanatododecane Chemical compound O=C=NCCCCCCCCCCCCN=C=O GFNDFCFPJQPVQL-UHFFFAOYSA-N 0.000 description 1
MGZPILVOXGOTMY-UHFFFAOYSA-N 1,2,3,4-tetraisocyanatobutane Chemical compound O=C=NCC(N=C=O)C(N=C=O)CN=C=O MGZPILVOXGOTMY-UHFFFAOYSA-N 0.000 description 1
ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
FVLCBDPSQUONII-UHFFFAOYSA-N 1,4-diisocyanato-2,3-dimethylbutane Chemical compound O=C=NCC(C)C(C)CN=C=O FVLCBDPSQUONII-UHFFFAOYSA-N 0.000 description 1
ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
SIZPGZFVROGOIR-UHFFFAOYSA-N 1,4-diisocyanatonaphthalene Chemical compound C1=CC=C2C(N=C=O)=CC=C(N=C=O)C2=C1 SIZPGZFVROGOIR-UHFFFAOYSA-N 0.000 description 1
DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
PISLZQACAJMAIO-UHFFFAOYSA-N 2,4-diethyl-6-methylbenzene-1,3-diamine Chemical group CCC1=CC(C)=C(N)C(CC)=C1N PISLZQACAJMAIO-UHFFFAOYSA-N 0.000 description 1
LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
TZLVUWBGUNVFES-UHFFFAOYSA-N 2-ethyl-5-methylpyrazol-3-amine Chemical compound CCN1N=C(C)C=C1N TZLVUWBGUNVFES-UHFFFAOYSA-N 0.000 description 1
OECTYKWYRCHAKR-UHFFFAOYSA-N 4-vinylcyclohexene dioxide Chemical compound C1OC1C1CC2OC2CC1 OECTYKWYRCHAKR-UHFFFAOYSA-N 0.000 description 1
RBHIUNHSNSQJNG-UHFFFAOYSA-N 6-methyl-3-(2-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CC2(C)OC2CC1C1(C)CO1 RBHIUNHSNSQJNG-UHFFFAOYSA-N 0.000 description 1
BQAUXFAQNIKTPW-UHFFFAOYSA-N C=C.C=C.C=C.C=C.N=C=O.N=C=O Chemical compound C=C.C=C.C=C.C=C.N=C=O.N=C=O BQAUXFAQNIKTPW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
206010019860 Hereditary angioedema Diseases 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
229930006000 Sucrose Natural products 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
150000001241 acetals Chemical class 0.000 description 1
WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000005587 bubbling Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001733 carboxylic acid esters Chemical class 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
239000003086 colorant Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
VEIOBOXBGYWJIT-UHFFFAOYSA-N cyclohexane;methanol Chemical compound OC.OC.C1CCCCC1 VEIOBOXBGYWJIT-UHFFFAOYSA-N 0.000 description 1
XOVJAYNMQDTIJD-UHFFFAOYSA-N cyclopentobarbital Chemical compound C1CC=CC1C1(CC=C)C(=O)NC(=O)NC1=O XOVJAYNMQDTIJD-UHFFFAOYSA-N 0.000 description 1
238000005238 degreasing Methods 0.000 description 1
230000032798 delamination Effects 0.000 description 1
125000005442 diisocyanate group Chemical group 0.000 description 1
239000000975 dye Substances 0.000 description 1
GKIPXFAANLTWBM-UHFFFAOYSA-N epibromohydrin Chemical compound BrCC1CO1 GKIPXFAANLTWBM-UHFFFAOYSA-N 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
239000011152 fibreglass Substances 0.000 description 1
238000001879 gelation Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000003292 glue Substances 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
GFFJBDVANJEPGZ-UHFFFAOYSA-N iron(3+);2-oxopropyl acetate Chemical compound [Fe+3].CC(=O)COC(C)=O GFFJBDVANJEPGZ-UHFFFAOYSA-N 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
QZAJJEFYEVWODE-UHFFFAOYSA-N methyl 8-[3-[(3-pentyloxiran-2-yl)methyl]oxiran-2-yl]octanoate Chemical compound CCCCCC1OC1CC1C(CCCCCCCC(=O)OC)O1 QZAJJEFYEVWODE-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000005474 octanoate group Chemical group 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920006149 polyester-amide block copolymer Polymers 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920006324 polyoxymethylene Polymers 0.000 description 1
229920006295 polythiol Polymers 0.000 description 1
238000011417 postcuring Methods 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
150000003141 primary amines Chemical group 0.000 description 1
239000001294 propane Substances 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000003335 secondary amines Chemical group 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
239000013638 trimer Substances 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
238000009736 wetting Methods 0.000 description 1

Landscapes

Polyurethanes Or Polyureas (AREA)
Adhesives Or Adhesive Processes (AREA)

CA000518006A 1986-09-11 1986-09-11 Adhesif de polyol/polyepoxy/polyurethane Expired - Lifetime CA1276049C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000518006A CA1276049C (fr)	1986-09-11	1986-09-11	Adhesif de polyol/polyepoxy/polyurethane

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000518006A CA1276049C (fr)	1986-09-11	1986-09-11	Adhesif de polyol/polyepoxy/polyurethane

Publications (1)

Publication Number	Publication Date
CA1276049C true CA1276049C (fr)	1990-11-06

Family

ID=4133913

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000518006A Expired - Lifetime CA1276049C (fr)	1986-09-11	1986-09-11	Adhesif de polyol/polyepoxy/polyurethane

Country Status (1)

Country	Link
CA (1)	CA1276049C (fr)

1986
- 1986-09-11 CA CA000518006A patent/CA1276049C/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
2007-11-06	MKEX	Expiry

Publication	Publication Date	Title
US4613660A (en)	1986-09-23	Polyol/polyepoxide/polyurethane adhesive
US4578424A (en)	1986-03-25	High performance two-component epoxy structural adhesives with chemical thixotropy
US4728710A (en)	1988-03-01	Sag resistant urethane adhesives with improved antifoaming property
US4698408A (en)	1987-10-06	Sag resistant two-component urethane adhesives with improved thermal stability
EP0546771B1 (fr)	1998-02-18	Compositions d'adhésif uréthane à deux composants
US4743672A (en)	1988-05-10	Sag resistant, two component urethane adhesives
US4552814A (en)	1985-11-12	Advanced epoxy resins having improved impact resistance when cured
CA2144531C (fr)	2004-03-30	Composition d'un enduit pour mieux faire adherer les adhesifs a base d'urethane aux peintures resistant aux acides
EP0603342B1 (fr)	1998-02-18	Compositions de revetement contenant des composants urethanes et epoxy, et articles revetus de ces compositions
JP2619248B2 (ja)	1997-06-11	二成分接着剤
EP1517971A1 (fr)	2005-03-30	Adhesifs thermofusibles a reticulation par l'humidite a base de silane
US4374181A (en)	1983-02-15	Vapor permeation curable coatings for reaction injection molded parts
US4705838A (en)	1987-11-10	Acceleration of rate of cure in boron trifluoride amine catalyzed cure of epoxy resins
US4740539A (en)	1988-04-26	Flexible two-component epoxy structural adhesives
KR0176256B1 (ko)	1999-04-01	스토빙래커 결합제 조성물 및 이로부터 피복물을 제조하는 방법
US4695605A (en)	1987-09-22	Sag resistant, high performance epoxy structural adhesives
US4726868A (en)	1988-02-23	Polyol/polyepoxide/polyurethane adhesive
US4728737A (en)	1988-03-01	High performance two-component epoxy structural adhesive with chemical thixotropy
JPH0352975A (ja)	1991-03-07	熱硬化性混合物および耐熱性基体上に被覆を形成するためのその使用
CA1276049C (fr)	1990-11-06	Adhesif de polyol/polyepoxy/polyurethane
JPH0240272B2 (ja)	1990-09-11	Setsuchakuhohooyobisorenimochiirusetsuchakuzaisoseibutsu
US4751103A (en)	1988-06-14	Epoxy primers for polyurethane structural adhesives
US4731415A (en)	1988-03-15	Polyisocyanates and resin compositions thereof
US5874173A (en)	1999-02-23	Heat-curing, solvent-free one-component adhesives which are based on polyurethanes and which do not give off elimination products, a process for their preparation, and their use
US4916018A (en)	1990-04-10	Oxirane primers for SMC adhesives and bonding method employing same