CA2010821C - Mode de preparation et composition d'un adhesif a base de polyurethanne applique sans appret - Google Patents

Mode de preparation et composition d'un adhesif a base de polyurethanne applique sans appret

Info

Publication number: CA2010821C
Authority: CA; Canada
Prior art keywords: sealant composition; weight; electrocoat; primerless; parts
Prior art date: 1990-02-23
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 - Fee Related

Application number

CA002010821A

Other languages

English (en)

Other versions

CA2010821A1 (fr

Inventor

Jamil Baghdachi

Keith H. Mahoney

Glenn E. Martin

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.)

Adco Products Inc

Original Assignee

Astor Corp

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.)

1990-02-23

Filing date

1990-02-23

Publication date

1998-08-25

1990-02-23 Application filed by Astor Corp filed Critical Astor Corp

1990-02-23 Priority to CA002010821A priority Critical patent/CA2010821C/fr

1990-03-29 Priority claimed from EP90106048A external-priority patent/EP0450105B1/fr

1991-08-23 Publication of CA2010821A1 publication Critical patent/CA2010821A1/fr

1998-08-25 Application granted granted Critical

1998-08-25 Publication of CA2010821C publication Critical patent/CA2010821C/fr

2010-02-23 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 88
239000000565 sealant Substances 0.000 title claims abstract description 74
238000000034 method Methods 0.000 title claims description 18
239000004814 polyurethane Substances 0.000 claims abstract description 37
229920002635 polyurethane Polymers 0.000 claims abstract description 37
239000002318 adhesion promoter Substances 0.000 claims abstract description 12
239000011521 glass Substances 0.000 claims abstract description 11
229910052751 metal Inorganic materials 0.000 claims abstract description 11
239000002184 metal Substances 0.000 claims abstract description 11
239000000758 substrate Substances 0.000 claims abstract description 4
229920000642 polymer Polymers 0.000 claims description 32
239000011324 bead Substances 0.000 claims description 21
238000000576 coating method Methods 0.000 claims description 17
239000003973 paint Substances 0.000 claims description 17
239000003795 chemical substances by application Substances 0.000 claims description 16
239000011248 coating agent Substances 0.000 claims description 12
125000000217 alkyl group Chemical group 0.000 claims description 11
125000004432 carbon atom Chemical group C* 0.000 claims description 11
229930195733 hydrocarbon Natural products 0.000 claims description 11
239000004215 Carbon black (E152) Substances 0.000 claims description 10
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
239000005357 flat glass Substances 0.000 claims description 8
239000004721 Polyphenylene oxide Substances 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
239000012948 isocyanate Substances 0.000 claims description 6
230000000873 masking effect Effects 0.000 claims description 6
229920000570 polyether Polymers 0.000 claims description 6
229920005862 polyol Polymers 0.000 claims description 6
150000003077 polyols Chemical class 0.000 claims description 6
150000003839 salts Chemical class 0.000 claims description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 claims description 4
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 3
SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical group CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
239000002519 antifouling agent Substances 0.000 claims description 3
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 3
RYUJRXVZSJCHDZ-UHFFFAOYSA-N 8-methylnonyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCCCC(C)C)OC1=CC=CC=C1 RYUJRXVZSJCHDZ-UHFFFAOYSA-N 0.000 claims description 2
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims 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 claims description 2
125000002947 alkylene group Chemical group 0.000 claims description 2
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 claims description 2
ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 claims description 2
QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 claims description 2
150000002513 isocyanates Chemical class 0.000 claims description 2
BQNIVGMEQKZQFP-UHFFFAOYSA-N 3-[dimethoxy(propoxy)silyl]propan-1-amine Chemical compound CCCO[Si](OC)(OC)CCCN BQNIVGMEQKZQFP-UHFFFAOYSA-N 0.000 claims 2
239000007795 chemical reaction product Substances 0.000 claims 1
229920005601 base polymer Polymers 0.000 abstract description 14
239000000853 adhesive Substances 0.000 abstract description 4
230000001070 adhesive effect Effects 0.000 abstract description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
-1 isocyanate compound Chemical class 0.000 description 12
239000010410 layer Substances 0.000 description 11
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 10
ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical class NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 10
239000006229 carbon black Substances 0.000 description 10
229910052782 aluminium Inorganic materials 0.000 description 9
239000004927 clay Substances 0.000 description 9
UPRXAOPZPSAYHF-UHFFFAOYSA-N lithium;cyclohexyl(propan-2-yl)azanide Chemical compound CC(C)N([Li])C1CCCCC1 UPRXAOPZPSAYHF-UHFFFAOYSA-N 0.000 description 9
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
238000012360 testing method Methods 0.000 description 8
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 6
239000000463 material Substances 0.000 description 6
238000009472 formulation Methods 0.000 description 5
239000003054 catalyst Substances 0.000 description 4
238000002156 mixing Methods 0.000 description 4
230000001737 promoting effect Effects 0.000 description 4
LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 description 3
230000032798 delamination Effects 0.000 description 3
125000001183 hydrocarbyl group Chemical group 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000013008 thixotropic agent Substances 0.000 description 3
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 3
229920002554 vinyl polymer Polymers 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
229910000831 Steel Inorganic materials 0.000 description 2
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical class [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
125000002837 carbocyclic group Chemical group 0.000 description 2
AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 2
238000004070 electrodeposition Methods 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
239000011253 protective coating Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
239000012812 sealant material Substances 0.000 description 2
238000005507 spraying Methods 0.000 description 2
239000010959 steel Substances 0.000 description 2
229940124530 sulfonamide Drugs 0.000 description 2
150000003456 sulfonamides Chemical class 0.000 description 2
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
SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
KZUNORUGTOUZLJ-UHFFFAOYSA-N 2-N-(2-aminoethyl)-1,1,2-trimethoxy-5-silylpentane-1,2-diamine Chemical compound NCCNC(C(N)(OC)OC)(CCC[SiH3])OC KZUNORUGTOUZLJ-UHFFFAOYSA-N 0.000 description 1
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 description 1
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
UCZGKDHEIYFJHE-UHFFFAOYSA-N Cl.C(C)CO[Si](OC)(OC)CCCN Chemical compound Cl.C(C)CO[Si](OC)(OC)CCCN UCZGKDHEIYFJHE-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
DUFKCOQISQKSAV-UHFFFAOYSA-N Polypropylene glycol (m w 1,200-3,000) Chemical compound CC(O)COC(C)CO DUFKCOQISQKSAV-UHFFFAOYSA-N 0.000 description 1
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
IDUSASSGNGQONU-UHFFFAOYSA-J [C+4].C(CCCCCCC(C)C)C=1C(=C(C(C(=O)[O-])=CC1)C(=O)[O-])CCCCCCCC(C)C.C(CCCCCCC(C)C)C=1C(=C(C(C(=O)[O-])=CC1)C(=O)[O-])CCCCCCCC(C)C Chemical compound [C+4].C(CCCCCCC(C)C)C=1C(=C(C(C(=O)[O-])=CC1)C(=O)[O-])CCCCCCCC(C)C.C(CCCCCCC(C)C)C=1C(=C(C(C(=O)[O-])=CC1)C(=O)[O-])CCCCCCCC(C)C IDUSASSGNGQONU-UHFFFAOYSA-J 0.000 description 1
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical class CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
NBJODVYWAQLZOC-UHFFFAOYSA-L [dibutyl(octanoyloxy)stannyl] octanoate Chemical class CCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCC NBJODVYWAQLZOC-UHFFFAOYSA-L 0.000 description 1
229960000583 acetic acid Drugs 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000003282 alkyl amino group Chemical group 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
230000001680 brushing effect Effects 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
CBVJWBYNOWIOFJ-UHFFFAOYSA-N chloro(trimethoxy)silane Chemical compound CO[Si](Cl)(OC)OC CBVJWBYNOWIOFJ-UHFFFAOYSA-N 0.000 description 1
GYQKYMDXABOCBE-UHFFFAOYSA-N chloro-dimethoxy-methylsilane Chemical compound CO[Si](C)(Cl)OC GYQKYMDXABOCBE-UHFFFAOYSA-N 0.000 description 1
KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
239000011247 coating layer Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
239000012975 dibutyltin dilaurate Chemical class 0.000 description 1
KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
238000007590 electrostatic spraying Methods 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
229910021472 group 8 element Chemical class 0.000 description 1
229940093915 gynecological organic acid Drugs 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical group C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000003840 hydrochlorides Chemical class 0.000 description 1
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
238000009434 installation Methods 0.000 description 1
239000011229 interlayer Substances 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
FRVCGRDGKAINSV-UHFFFAOYSA-L iron(2+);octadecanoate Chemical class [Fe+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O FRVCGRDGKAINSV-UHFFFAOYSA-L 0.000 description 1
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
VQPKAMAVKYTPLB-UHFFFAOYSA-N lead;octanoic acid Chemical class [Pb].CCCCCCCC(O)=O VQPKAMAVKYTPLB-UHFFFAOYSA-N 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical class [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
239000010445 mica Substances 0.000 description 1
229910052618 mica group Inorganic materials 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000000178 monomer Substances 0.000 description 1
PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 1
RQUXYBHREKXNKT-UHFFFAOYSA-N n-butyl-4-methylbenzenesulfonamide Chemical compound CCCCNS(=O)(=O)C1=CC=C(C)C=C1 RQUXYBHREKXNKT-UHFFFAOYSA-N 0.000 description 1
OHPZPBNDOVQJMH-UHFFFAOYSA-N n-ethyl-4-methylbenzenesulfonamide Chemical compound CCNS(=O)(=O)C1=CC=C(C)C=C1 OHPZPBNDOVQJMH-UHFFFAOYSA-N 0.000 description 1
125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000003348 petrochemical agent Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000003884 phenylalkyl group Chemical group 0.000 description 1
230000000485 pigmenting effect Effects 0.000 description 1
150000004885 piperazines Chemical class 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229940063179 platinol Drugs 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical class COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000007789 sealing Methods 0.000 description 1
150000003335 secondary amines Chemical group 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
238000012956 testing procedure Methods 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical class [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
LSZKGNJKKQYFLR-UHFFFAOYSA-J tri(butanoyloxy)stannyl butanoate Chemical class [Sn+4].CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O.CCCC([O-])=O LSZKGNJKKQYFLR-UHFFFAOYSA-J 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1

Landscapes

Sealing Material Composition (AREA)
Adhesives Or Adhesive Processes (AREA)

CA002010821A 1990-02-23 1990-02-23 Mode de preparation et composition d'un adhesif a base de polyurethanne applique sans appret Expired - Fee Related CA2010821C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA002010821A CA2010821C (fr)	1990-02-23	1990-02-23	Mode de preparation et composition d'un adhesif a base de polyurethanne applique sans appret

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CA002010821A CA2010821C (fr)	1990-02-23	1990-02-23	Mode de preparation et composition d'un adhesif a base de polyurethanne applique sans appret
EP90106048A EP0450105B1 (fr)	1990-03-29	1990-03-29	Composition d'adhésif à base de polyuréthane durcissable par l'humidité à température ambiante sans couche de fond et méthode

Publications (2)

Publication Number	Publication Date
CA2010821A1 CA2010821A1 (fr)	1991-08-23
CA2010821C true CA2010821C (fr)	1998-08-25

Family

ID=25673972

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002010821A Expired - Fee Related CA2010821C (fr)	1990-02-23	1990-02-23	Mode de preparation et composition d'un adhesif a base de polyurethanne applique sans appret

Country Status (1)

Country	Link
CA (1)	CA2010821C (fr)

Families Citing this family (1)

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Publication number	Priority date	Publication date	Assignee	Title
CN111303829B (zh) *	2020-04-14	2022-04-12	佛山东麓科技有限公司	一种低voc有机硅密封胶及其制备方法

1990
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2009-02-23	MKLA	Lapsed

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