CA2017505A1 - Dispersions de revetement sans agents externes de reticulation - Google Patents

Dispersions de revetement sans agents externes de reticulation

Info

Publication number: CA2017505A1
Authority: CA; Canada
Prior art keywords: acid; mixture; amine; ethylenically unsaturated; percent
Prior art date: 1990-04-03
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

Application number

CA 2017505

Other languages

English (en)

Inventor

Suryya K. Das

James R. Bodwell

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.)

PPG Industries Inc

Original Assignee

PPG Industries 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.)

1990-04-03

Filing date

1990-05-24

Publication date

1991-10-03

1990-05-24 Application filed by PPG Industries Inc filed Critical PPG Industries Inc

1991-10-03 Publication of CA2017505A1 publication Critical patent/CA2017505A1/fr

Status Abandoned legal-status Critical Current

Links

239000006185 dispersion Substances 0.000 title claims abstract description 42
239000003431 cross linking reagent Substances 0.000 title claims abstract description 8
238000000576 coating method Methods 0.000 title abstract description 6
239000000178 monomer Substances 0.000 claims abstract description 72
239000000203 mixture Substances 0.000 claims abstract description 59
150000001412 amines Chemical class 0.000 claims abstract description 40
239000002270 dispersing agent Substances 0.000 claims abstract description 38
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 38
229920000642 polymer Polymers 0.000 claims abstract description 33
239000002253 acid Substances 0.000 claims abstract description 22
238000006116 polymerization reaction Methods 0.000 claims abstract description 18
238000000034 method Methods 0.000 claims abstract description 13
150000008064 anhydrides Chemical class 0.000 claims abstract description 12
125000000129 anionic group Chemical group 0.000 claims abstract description 12
150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 12
239000003960 organic solvent Substances 0.000 claims abstract description 11
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125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
230000015572 biosynthetic process Effects 0.000 claims description 7
239000003505 polymerization initiator Substances 0.000 claims description 6
239000000758 substrate Substances 0.000 claims description 6
125000005250 alkyl acrylate group Chemical group 0.000 claims description 5
230000000694 effects Effects 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
239000002904 solvent Substances 0.000 claims description 4
238000010438 heat treatment Methods 0.000 claims description 2
230000000379 polymerizing effect Effects 0.000 claims description 2
238000009834 vaporization Methods 0.000 claims description 2
230000008016 vaporization Effects 0.000 claims description 2
230000003472 neutralizing effect Effects 0.000 claims 1
239000004815 dispersion polymer Substances 0.000 abstract description 8
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238000002360 preparation method Methods 0.000 description 7
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VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 6
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235000011114 ammonium hydroxide Nutrition 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
150000002500 ions Chemical class 0.000 description 4
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238000006386 neutralization reaction Methods 0.000 description 3
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150000003254 radicals Chemical class 0.000 description 3
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SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 2
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FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 2
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OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
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239000004721 Polyphenylene oxide Substances 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
150000008065 acid anhydrides Chemical class 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
239000000908 ammonium hydroxide Substances 0.000 description 2
239000012736 aqueous medium Substances 0.000 description 2
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CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical class CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
239000004744 fabric Substances 0.000 description 2
235000011087 fumaric acid Nutrition 0.000 description 2
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
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150000002430 hydrocarbons Chemical class 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
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238000004519 manufacturing process Methods 0.000 description 2
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical class CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
150000004712 monophosphates Chemical class 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
150000004978 peroxycarbonates Chemical class 0.000 description 2
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
229920000570 polyether Polymers 0.000 description 2
BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
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DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
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229910021529 ammonia Inorganic materials 0.000 description 1
239000012874 anionic emulsifier Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
UTOVMEACOLCUCK-PLNGDYQASA-N butyl maleate Chemical compound CCCCOC(=O)\C=C/C(O)=O UTOVMEACOLCUCK-PLNGDYQASA-N 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
239000012986 chain transfer agent Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
229920001577 copolymer Polymers 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 description 1
239000013530 defoamer Substances 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
150000004985 diamines Chemical class 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
HVPVHIWZLGUJIQ-UHFFFAOYSA-N ethane-1,2-diol;phenol Chemical compound OCCO.OC1=CC=CC=C1 HVPVHIWZLGUJIQ-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
210000004905 finger nail Anatomy 0.000 description 1
238000005189 flocculation Methods 0.000 description 1
230000016615 flocculation Effects 0.000 description 1
239000012530 fluid Substances 0.000 description 1
238000010528 free radical solution polymerization reaction Methods 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
XLYMOEINVGRTEX-UHFFFAOYSA-N fumaric acid monoethyl ester Natural products CCOC(=O)C=CC(O)=O XLYMOEINVGRTEX-UHFFFAOYSA-N 0.000 description 1
150000002238 fumaric acids Chemical class 0.000 description 1
229920001002 functional polymer Polymers 0.000 description 1
238000001879 gelation Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
229940119545 isobornyl methacrylate Drugs 0.000 description 1
HOQADATXFBOEGG-UHFFFAOYSA-N isofenphos Chemical compound CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C HOQADATXFBOEGG-UHFFFAOYSA-N 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
ADGJZVKOKVENDN-UHFFFAOYSA-N n-(butoxymethyl)-2-methylprop-2-enamide Chemical compound CCCCOCNC(=O)C(C)=C ADGJZVKOKVENDN-UHFFFAOYSA-N 0.000 description 1
UTSYWKJYFPPRAP-UHFFFAOYSA-N n-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 description 1
YGRMNBNGHHDGCX-UHFFFAOYSA-N n-(ethoxymethyl)-2-methylprop-2-enamide Chemical compound CCOCNC(=O)C(C)=C YGRMNBNGHHDGCX-UHFFFAOYSA-N 0.000 description 1
LSWADWIFYOAQRZ-UHFFFAOYSA-N n-(ethoxymethyl)prop-2-enamide Chemical compound CCOCNC(=O)C=C LSWADWIFYOAQRZ-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000002736 nonionic surfactant Substances 0.000 description 1
239000007764 o/w emulsion Substances 0.000 description 1
KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000001451 organic peroxides Chemical class 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
229920005989 resin Polymers 0.000 description 1
239000011347 resin Substances 0.000 description 1
238000006748 scratching Methods 0.000 description 1
230000002393 scratching effect Effects 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
238000010557 suspension polymerization reaction Methods 0.000 description 1
GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Paints Or Removers (AREA)

CA 2017505 1990-04-03 1990-05-24 Dispersions de revetement sans agents externes de reticulation Abandoned CA2017505A1 (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US33206590A	1990-04-03	1990-04-03
US332,065		1990-04-03
US50507490A	1990-04-05	1990-04-05
US505,074		1990-04-05

Publications (1)

Publication Number	Publication Date
CA2017505A1 true CA2017505A1 (fr)	1991-10-03

Family

ID=26988048

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2017505 Abandoned CA2017505A1 (fr)	1990-04-03	1990-05-24	Dispersions de revetement sans agents externes de reticulation

Country Status (1)

Country	Link
CA (1)	CA2017505A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4445200A1 (de) *	1994-12-17	1996-06-20	Herberts Gmbh	Wäßrige Überzugsmittel und deren Verwendung bei Verfahren zur Einschicht- und Mehrschichtlackierung

1990
- 1990-05-24 CA CA 2017505 patent/CA2017505A1/fr not_active Abandoned

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE4445200A1 (de) *	1994-12-17	1996-06-20	Herberts Gmbh	Wäßrige Überzugsmittel und deren Verwendung bei Verfahren zur Einschicht- und Mehrschichtlackierung
US5886085A (en) *	1994-12-17	1999-03-23	Herberts Gmbh	Aqueous coating media and their use in single-layer and multi-layer coating processes

Legal Events

Date	Code	Title	Description
1990-05-24	EEER	Examination request
1992-11-24	FZDE	Dead

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