CA1280527C - Latex d'acrylate de sec-butyle polymerises en emulsion, utilises comme autoadhesifs - Google Patents

Latex d'acrylate de sec-butyle polymerises en emulsion, utilises comme autoadhesifs

Info

Publication number: CA1280527C
Authority: CA; Canada
Prior art keywords: weight; weight percent; butyl acrylate; sec; percent
Prior art date: 1987-09-24
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

CA000547704A

Other languages

English (en)

Inventor

Ralph G. Czerepinski

Roland E. Gunderman

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.)

Dow Chemical Co

Original Assignee

Dow Chemical Co

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.)

1987-09-24

Filing date

1987-09-24

Publication date

1991-02-19

1987-09-24 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1987-09-24 Priority to CA000547704A priority Critical patent/CA1280527C/fr

1991-02-19 Application granted granted Critical

1991-02-19 Publication of CA1280527C publication Critical patent/CA1280527C/fr

2008-02-19 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

LMAUULKNZLEMGN-UHFFFAOYSA-N 1-ethyl-3,5-dimethylbenzene Chemical compound CCC1=CC(C)=CC(C)=C1 LMAUULKNZLEMGN-UHFFFAOYSA-N 0.000 title claims abstract description 36
239000000839 emulsion Substances 0.000 title claims abstract description 17
230000001070 adhesive effect Effects 0.000 title abstract description 38
239000000853 adhesive Substances 0.000 title abstract description 26
239000004820 Pressure-sensitive adhesive Substances 0.000 claims abstract description 39
229920000642 polymer Polymers 0.000 claims abstract description 39
239000000203 mixture Substances 0.000 claims abstract description 28
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 23
229920005989 resin Polymers 0.000 claims abstract description 23
239000011347 resin Substances 0.000 claims abstract description 23
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 20
239000000178 monomer Substances 0.000 claims abstract description 18
239000004816 latex Substances 0.000 claims abstract description 11
229920000126 latex Polymers 0.000 claims abstract description 11
239000007787 solid Substances 0.000 claims abstract description 8
125000000217 alkyl group Chemical group 0.000 claims abstract description 6
150000001735 carboxylic acids Chemical class 0.000 claims abstract description 6
125000005907 alkyl ester group Chemical group 0.000 claims abstract description 5
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
125000005395 methacrylic acid group Chemical class 0.000 claims abstract description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
238000000034 method Methods 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
230000000379 polymerizing effect Effects 0.000 claims 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 7
238000009472 formulation Methods 0.000 description 7
238000000576 coating method Methods 0.000 description 6
-1 ethylene, propylene, butene- Chemical class 0.000 description 6
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 5
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 5
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 5
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 5
238000010998 test method Methods 0.000 description 5
238000012360 testing method Methods 0.000 description 5
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 5
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
229920001577 copolymer Polymers 0.000 description 3
239000000463 material Substances 0.000 description 3
239000004014 plasticizer Substances 0.000 description 3
239000000758 substrate Substances 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
AQWSFUIGRSMCST-UHFFFAOYSA-N 3-pyridin-3-ylsulfonyl-5-(trifluoromethyl)chromen-2-one Chemical compound N1=CC(=CC=C1)S(=O)(=O)C=1C(OC2=CC=CC(=C2C=1)C(F)(F)F)=O AQWSFUIGRSMCST-UHFFFAOYSA-N 0.000 description 2
229920002799 BoPET Polymers 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
239000013032 Hydrocarbon resin Substances 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
239000005041 Mylar™ Substances 0.000 description 2
239000003963 antioxidant agent Substances 0.000 description 2
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
239000000945 filler Substances 0.000 description 2
239000006260 foam Substances 0.000 description 2
230000009477 glass transition Effects 0.000 description 2
229920006270 hydrocarbon resin Polymers 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
150000003505 terpenes Chemical class 0.000 description 2
235000007586 terpenes Nutrition 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
238000012546 transfer Methods 0.000 description 2
229920002554 vinyl polymer Polymers 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 description 1
HBKBEZURJSNABK-MWJPAGEPSA-N 2,3-dihydroxypropyl (1r,4ar,4br,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)OCC(O)CO HBKBEZURJSNABK-MWJPAGEPSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
NCTBYWFEJFTVEL-UHFFFAOYSA-N 2-methylbutyl prop-2-enoate Chemical compound CCC(C)COC(=O)C=C NCTBYWFEJFTVEL-UHFFFAOYSA-N 0.000 description 1
DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
102100024133 Coiled-coil domain-containing protein 50 Human genes 0.000 description 1
239000004908 Emulsion polymer Substances 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
239000004606 Fillers/Extenders Substances 0.000 description 1
244000212127 Gliricidia sepium Species 0.000 description 1
235000009664 Gliricidia sepium Nutrition 0.000 description 1
101000910772 Homo sapiens Coiled-coil domain-containing protein 50 Proteins 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
241000164466 Palaemon adspersus Species 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
240000004543 Vicia ervilia Species 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
229920006222 acrylic ester polymer Polymers 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000002318 adhesion promoter Substances 0.000 description 1
239000002313 adhesive film Substances 0.000 description 1
229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 1
125000005250 alkyl acrylate group Chemical group 0.000 description 1
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
230000003042 antagnostic effect Effects 0.000 description 1
239000007900 aqueous suspension Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
238000005266 casting Methods 0.000 description 1
229920002301 cellulose acetate Polymers 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000011280 coal tar Substances 0.000 description 1
230000002860 competitive effect Effects 0.000 description 1
150000001993 dienes Chemical class 0.000 description 1
239000000975 dye Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
238000007720 emulsion polymerization reaction Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000005038 ethylene vinyl acetate Substances 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
238000007756 gravure coating Methods 0.000 description 1
229920006158 high molecular weight polymer Polymers 0.000 description 1
239000003999 initiator Substances 0.000 description 1
PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000004005 microsphere Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000000025 natural resin Substances 0.000 description 1
229920006113 non-polar polymer Polymers 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920006267 polyester film Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
235000013824 polyphenols Nutrition 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920000915 polyvinyl chloride Polymers 0.000 description 1
239000004800 polyvinyl chloride Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
239000011342 resin composition Substances 0.000 description 1
238000007763 reverse roll coating Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
238000010557 suspension polymerization reaction Methods 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
229920003176 water-insoluble polymer Polymers 0.000 description 1
239000002023 wood Substances 0.000 description 1

Landscapes

Adhesives Or Adhesive Processes (AREA)

CA000547704A 1987-09-24 1987-09-24 Latex d'acrylate de sec-butyle polymerises en emulsion, utilises comme autoadhesifs Expired - Fee Related CA1280527C (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000547704A CA1280527C (fr)	1987-09-24	1987-09-24	Latex d'acrylate de sec-butyle polymerises en emulsion, utilises comme autoadhesifs

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000547704A CA1280527C (fr)	1987-09-24	1987-09-24	Latex d'acrylate de sec-butyle polymerises en emulsion, utilises comme autoadhesifs

Publications (1)

Publication Number	Publication Date
CA1280527C true CA1280527C (fr)	1991-02-19

Family

ID=4136508

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000547704A Expired - Fee Related CA1280527C (fr)	1987-09-24	1987-09-24	Latex d'acrylate de sec-butyle polymerises en emulsion, utilises comme autoadhesifs

Country Status (1)

Country	Link
CA (1)	CA1280527C (fr)

1987
- 1987-09-24 CA CA000547704A patent/CA1280527C/fr not_active Expired - Fee Related

Legal Events

Date	Code	Title	Description
1994-08-20	MKLA	Lapsed

Publication	Publication Date	Title
US4713412A (en)	1987-12-15	Emulsion polymerized sec-butyl acrylate latexes suitable for use as pressure sensitive adhesives
CA1217295A (fr)	1987-01-27	Adhesifs carboxyles d'acrylate-styrene-butadiene
WO2003083005A1 (fr)	2003-10-09	Formulation adhesive a base de caoutchouc
US5095065A (en)	1992-03-10	Internal resin-tackified acrylic polymers
US5164441A (en)	1992-11-17	Internal resin-tackified acrylic polymers
EP0630396B1 (fr)	1998-01-07	Compositions auto-adhesives thermofusibles comprenant des copolymeres d'ethylene de faible poids moleculaire
AU2002303289B2 (en)	2008-03-20	Rubber-acrylic adhesive formulation
EP1449899A1 (fr)	2004-08-25	Mélanges d'émulsions polymèriques à haute Tg et d'émulsions polymèriques adhésives sensibles à la pression utilisables comme des adhésifs sensibles à la pression
US3677985A (en)	1972-07-18	Pressure sensitive adhesive compositions
US5106902A (en)	1992-04-21	Internal resin-tackified acrylic polymers containing crosslinkable comonomers
US4395525A (en)	1983-07-26	Hot melt adhesives
US5317055A (en)	1994-05-31	Internal resin-tackified acrylic polymers
EP0217861B1 (fr)	1991-09-18	Adhesifs sensibles a la pression, a base de polymeres similaires
JPH09302322A (ja)	1997-11-25	粘着剤組成物及び粘着加工品
EP1403353B1 (fr)	2006-04-19	Latex d' adhésif sensible à la pression et procédé pour sa préparation
US4804713A (en)	1989-02-14	Pressure sensitive adhesive resin composition
JPH08231937A (ja)	1996-09-10	アクリル系エマルジョン型粘着剤の製造方法
JP2000144085A (ja)	2000-05-26	水性感圧型粘着剤組成物
KR960005176B1 (ko)	1996-04-22	감압 접착제로서 사용하기 위한 유화중합된 라텍스 조성물 및 이의 제조방법
CA1188019A (fr)	1985-05-28	Latex a particules microscopiques pour colle de contact
NZ221966A (en)	1990-11-27	Emulsion polymerised latex composition comprising sec-butyl acrylate
CA1329443C (fr)	1994-05-10	Compositions de polymeres adhesives
US4535140A (en)	1985-08-13	Hot-melt adhesives based on vinyl polymer
WO2002010306A2 (fr)	2002-02-07	Adhesif autocollant a emulsion
NO168832B (no)	1991-12-30	Emulsjonspolymerisert lateksmateriale