GB1424724A - Cross-linkable acrylic ester copolymers - Google Patents
Cross-linkable acrylic ester copolymersInfo
- Publication number
- GB1424724A GB1424724A GB2279473A GB2279473A GB1424724A GB 1424724 A GB1424724 A GB 1424724A GB 2279473 A GB2279473 A GB 2279473A GB 2279473 A GB2279473 A GB 2279473A GB 1424724 A GB1424724 A GB 1424724A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogen
- methyl
- methacrylate
- hydroxyethyl
- alkyl
- 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.)
- Expired
Links
- 229920001577 copolymer Polymers 0.000 title abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 239000000178 monomer Substances 0.000 abstract 3
- MAIIXYUYRNFKPL-UPHRSURJSA-N (z)-4-(2-hydroxyethoxy)-4-oxobut-2-enoic acid Chemical compound OCCOC(=O)\C=C/C(O)=O MAIIXYUYRNFKPL-UPHRSURJSA-N 0.000 abstract 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- -1 hydroxyethyl crotonate Chemical compound 0.000 abstract 2
- JDNTWHVOXJZDSN-UHFFFAOYSA-N iodoacetic acid Chemical compound OC(=O)CI JDNTWHVOXJZDSN-UHFFFAOYSA-N 0.000 abstract 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 abstract 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 abstract 1
- HXELGNKCCDGMMN-UHFFFAOYSA-N [F].[Cl] Chemical group [F].[Cl] HXELGNKCCDGMMN-UHFFFAOYSA-N 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000005907 alkyl ester group Chemical group 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- KDPAWGWELVVRCH-UHFFFAOYSA-M bromoacetate Chemical compound [O-]C(=O)CBr KDPAWGWELVVRCH-UHFFFAOYSA-M 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- XJELOQYISYPGDX-UHFFFAOYSA-N ethenyl 2-chloroacetate Chemical compound ClCC(=O)OC=C XJELOQYISYPGDX-UHFFFAOYSA-N 0.000 abstract 1
- 229920001519 homopolymer Polymers 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 230000007704 transition Effects 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
-
- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/064—Copolymers with monomers not covered by C09J133/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polymerisation Methods In General (AREA)
- Dental Preparations (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
1424724 Curable copolymers HOECHST AG 14 May 1973 [15 May 1972] 22794/73 Heading C3P Copolymers curable with alkali are formed from (a) 50-95% of a C 1 -C 20 alkyl ester of acrylic or methacrylic acid, (b) 0-40% of a monomer whose homopolymer has a second order transition temperature of - 40‹ to 150‹ C., (c) 0À1-10% of a vinyl haloalkanoate of the formula R<SP>1</SP>R<SP>2</SP>XCOOCH = CH 2 in which R<SP>1</SP> and R<SP>2</SP> are hydrogen or C 1 -C 5 alkyl and X is fluorine chlorine, bromine or iodine, (d) 0À1-10% of a C 3 -C 8 α,#-unsaturated carboxylic acid or a partial ester thereof with a C 1 -C 20 alkanol and (e) 0-10% of a monomer of the formula R<SP>3</SP>CH = CR<SP>4</SP>COOCH 2 CH 2 CHOHR<SP>5</SP> where R<SP>3</SP> is hydrogen, methyl or -COOR<SP>6</SP>, R<SP>4</SP> and R<SP>5</SP> are hydrogen or methyl and R<SP>6</SP> is hydrogen or C 1 -C 12 alkyl. The polymers are formed in an aqueous medium at a pH of 2-3 which is adjusted to 6-12 after completion. The products are used as coatings, adhesives or binders and especially as pressure sensitive adhesives. In examples monomers, used are (a) 2-ethyl hexyl acrylate or a mixture thereof with methyl methacrylate, orlauryl methacrylate, (b) acrylonitrile or styrene, (c) vinyl chloroacetate, bromoacetate or iodoacetate, (d) acrylic acid, (e) hydroxypropyl methacrylate, hydroxyethyl methacrylate, methyl, 2-hydroxyethyl maleate, hydroxyethyl crotonate, or 2-ethylhexyl, hydroxyethyl maleate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2223630A DE2223630C2 (en) | 1972-05-15 | 1972-05-15 | Aqueous dispersions of alkaline crosslinkable copolymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1424724A true GB1424724A (en) | 1976-02-11 |
Family
ID=5844918
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2279473A Expired GB1424724A (en) | 1972-05-15 | 1973-05-14 | Cross-linkable acrylic ester copolymers |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS4992177A (en) |
| AR (1) | AR197405A1 (en) |
| AT (1) | AT324700B (en) |
| BE (1) | BE799555A (en) |
| BR (1) | BR7303496D0 (en) |
| CA (1) | CA1010190A (en) |
| CH (1) | CH580646A5 (en) |
| DE (1) | DE2223630C2 (en) |
| DK (1) | DK145630C (en) |
| ES (1) | ES414566A1 (en) |
| FI (1) | FI57119C (en) |
| FR (1) | FR2190852B1 (en) |
| GB (1) | GB1424724A (en) |
| IT (1) | IT987384B (en) |
| NL (1) | NL7306531A (en) |
| NO (1) | NO145510C (en) |
| SE (1) | SE407231B (en) |
| ZA (1) | ZA733164B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022982A1 (en) * | 1979-07-23 | 1981-01-28 | BASF Aktiengesellschaft | Thickening agent for physically drying coatings and process for its preparation |
| US4542171A (en) * | 1983-09-16 | 1985-09-17 | Rohm Gmbh | Thickeners and binders forming gels in gasoline |
| CN112679913A (en) * | 2020-12-28 | 2021-04-20 | 上海昭和高分子有限公司 | High-toughness vinyl ester resin |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2364364C3 (en) * | 1973-12-22 | 1980-04-24 | Hoechst Ag, 6000 Frankfurt | Crosslinkable aqueous vinyl ester copolymer dispersions |
| DE2459160C3 (en) * | 1974-12-14 | 1984-10-18 | Basf Ag, 6700 Ludwigshafen | Process for the preparation of aqueous dispersions of copolymers of non-tertiary acrylic acid esters |
| DE2636970A1 (en) * | 1976-08-17 | 1978-02-23 | Texaco Ag | COLD CROSS-LINKING DISPERSION ADHESIVES |
| DE2636934A1 (en) * | 1976-08-17 | 1978-02-23 | Texaco Ag | COLD CROSS-LINKING DISPERSION ADHESIVES |
| US4204023A (en) * | 1978-07-07 | 1980-05-20 | The Kendall Company | Mixed sulfonated emulsifying agents used to produce adhesive compositions from acrylic monomers and adhesive tape using the compositions |
| JPS6243475A (en) * | 1985-08-20 | 1987-02-25 | Mitsui Toatsu Chem Inc | Adhesive composition |
| JP6293503B2 (en) * | 2014-01-30 | 2018-03-14 | デンカ株式会社 | Acrylic elastomer, acrylic elastomer composition and laminate |
| JPWO2019003342A1 (en) * | 2017-06-28 | 2020-04-23 | 株式会社大阪ソーダ | Acrylic rubber and its rubber cross-linked product |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1042754A (en) * | 1962-06-19 | |||
| CA868993A (en) * | 1966-01-17 | 1971-04-20 | Polymer Corporation Limited | Rubbery polymer composition |
| DE1938038A1 (en) * | 1969-07-26 | 1971-01-28 | Bayer Ag | Modified hydrophobic copolymers |
-
1972
- 1972-05-15 DE DE2223630A patent/DE2223630C2/en not_active Expired
-
1973
- 1973-05-09 ES ES414566A patent/ES414566A1/en not_active Expired
- 1973-05-10 ZA ZA733164A patent/ZA733164B/en unknown
- 1973-05-10 NL NL7306531A patent/NL7306531A/xx not_active Application Discontinuation
- 1973-05-10 CH CH666073A patent/CH580646A5/xx not_active IP Right Cessation
- 1973-05-11 FI FI1523/73A patent/FI57119C/en active
- 1973-05-11 IT IT23992/73A patent/IT987384B/en active
- 1973-05-14 AT AT418773A patent/AT324700B/en not_active IP Right Cessation
- 1973-05-14 CA CA171,251A patent/CA1010190A/en not_active Expired
- 1973-05-14 BR BR3496/73A patent/BR7303496D0/en unknown
- 1973-05-14 JP JP48052673A patent/JPS4992177A/ja active Pending
- 1973-05-14 DK DK265273A patent/DK145630C/en not_active IP Right Cessation
- 1973-05-14 AR AR248006A patent/AR197405A1/en active
- 1973-05-14 NO NO1990/73A patent/NO145510C/en unknown
- 1973-05-14 SE SE7306742A patent/SE407231B/en unknown
- 1973-05-14 GB GB2279473A patent/GB1424724A/en not_active Expired
- 1973-05-15 FR FR7317462A patent/FR2190852B1/fr not_active Expired
- 1973-05-15 BE BE131129A patent/BE799555A/en not_active IP Right Cessation
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022982A1 (en) * | 1979-07-23 | 1981-01-28 | BASF Aktiengesellschaft | Thickening agent for physically drying coatings and process for its preparation |
| US4542171A (en) * | 1983-09-16 | 1985-09-17 | Rohm Gmbh | Thickeners and binders forming gels in gasoline |
| CN112679913A (en) * | 2020-12-28 | 2021-04-20 | 上海昭和高分子有限公司 | High-toughness vinyl ester resin |
Also Published As
| Publication number | Publication date |
|---|---|
| DK145630C (en) | 1983-06-20 |
| BE799555A (en) | 1973-11-16 |
| AU5563873A (en) | 1974-12-05 |
| DE2223630C2 (en) | 1982-06-24 |
| BR7303496D0 (en) | 1974-07-18 |
| NO145510C (en) | 1982-04-07 |
| NL7306531A (en) | 1973-11-19 |
| FI57119C (en) | 1980-06-10 |
| FR2190852B1 (en) | 1976-03-19 |
| CH580646A5 (en) | 1976-10-15 |
| SE407231B (en) | 1979-03-19 |
| ES414566A1 (en) | 1976-05-16 |
| NO145510B (en) | 1981-12-28 |
| FR2190852A1 (en) | 1974-02-01 |
| AT324700B (en) | 1975-09-10 |
| DK145630B (en) | 1983-01-03 |
| DE2223630A1 (en) | 1973-12-06 |
| AR197405A1 (en) | 1974-04-05 |
| CA1010190A (en) | 1977-05-10 |
| FI57119B (en) | 1980-02-29 |
| IT987384B (en) | 1975-02-20 |
| ZA733164B (en) | 1974-04-24 |
| JPS4992177A (en) | 1974-09-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |