GB1011315A - Stabilisers for acrylic or methacrylic esters - Google Patents
Stabilisers for acrylic or methacrylic estersInfo
- Publication number
- GB1011315A GB1011315A GB44620/63A GB4462063A GB1011315A GB 1011315 A GB1011315 A GB 1011315A GB 44620/63 A GB44620/63 A GB 44620/63A GB 4462063 A GB4462063 A GB 4462063A GB 1011315 A GB1011315 A GB 1011315A
- Authority
- GB
- United Kingdom
- Prior art keywords
- butyl
- tert
- methoxyphenol
- ditert
- sec
- 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
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
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/62—Use of additives, e.g. for stabilisation
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
- C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
-
- 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
- C08F20/00—Homopolymers and 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/12—Esters of monohydric alcohols or phenols
-
- 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
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
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)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Stabilizers for acrylic and methacrylic esters comprising 4-alkoxy phenol with less than 4 carbon atoms in the 4-alkoxy group and substituted in one or both the 2 and 6 positions by a sec. or tert. alkyl group containing at least 4 carbon atoms (see Division C2), are present during polymerization of the esters. Examples describe the polymerization of methyl methacrylate syrups containing 2,6-di-tert.-butyl-4-methoxy - phenol, and 2,21 - dihydroxy - 3,31-di - tert. - butyl - 5,51 - dimethoxy - diphenylmethane using benzoyl peroxide and a ,a -azo-di-isobutyro-nitrile as catalysts. Other stabilizers mentioned are 2-tert.-butyl-4-methoxyphenol and 2-sec.-butyl-4-methoxyphenol.ALSO:Stabilizers for acrylic and methacrylic esters comprise a 4-alkoxyphenol containing fewer than 4 carbon atoms in the alkoxy groups, and substituted on one or both of the 2 and 6 positions with a secondary or tertiary alkyl group containing at least 4 carbon atoms. 4-Methoxy phenols are preferred, e.g. 2-tert-butyl - 2,6 - ditert - butyl-, and 2 - sec - butyl - 4-methoxyphenols; and others have a tert-alkyl in the 2-position and 2-hydroxy-3-tert alkyl-5-alkoxyphenyl methyl in the 6-position, e.g. 2,21 - dihydroxy - 3,31 - ditert - butyl - 5,51-dimethoxy - diphenylmethane. Examples describe the stabilization of methyl methacrylate by 2,6 - ditert - butyl - 4 - methoxyphenol; 2,21-dihydroxy - 3,31 - ditert - butyl - 5,5 - dimethoxy - diphenyl methane; 2 - sec - butyl - 4 - methoxyphenol; 2 - tert - butyl - 4 - methoxy phenol; n-butyl methacrylate with 2,6-di-tert-butyl - 4 - methoxyphenol; ethyl acrylate with 2,6 - ditert - butyl - 4 - methoxyphenol, and n-butyl acrylate with 2,6-ditert-butyl-4-methoxyphenol. The esters may be polymerized in the presence of the stabilizer.
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB44620/63A GB1011315A (en) | 1963-11-12 | 1963-11-12 | Stabilisers for acrylic or methacrylic esters |
DE1468118A DE1468118C3 (en) | 1963-11-12 | 1964-11-03 | Alkyl acrylate or methacrylate stabilized against polymerization |
US408745A US3356663A (en) | 1963-11-12 | 1964-11-04 | Stabilized monomers with alkoxyphenols |
DK552864AA DK130068B (en) | 1963-11-12 | 1964-11-09 | Stabilized monomer material containing an alkyl acrylate or an alkyl methacrylate. |
SE13584/64A SE338983B (en) | 1963-11-12 | 1964-11-11 | |
NL6413111A NL134846C (en) | 1963-11-12 | 1964-11-11 | |
ES0305906A ES305906A1 (en) | 1963-11-12 | 1964-11-11 | Procedure for the stabilization of acrylic monomers. (Machine-translation by Google Translate, not legally binding) |
CH1453364A CH439752A (en) | 1963-11-12 | 1964-11-11 | Durable mixture containing acrylic or methacrylic esters |
FR994717A FR1418373A (en) | 1963-11-12 | 1964-11-12 | Stabilized monomers |
BE786375A BE786375Q (en) | 1963-11-12 | 1972-07-17 | STABILIZED MONOMERS |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB44620/63A GB1011315A (en) | 1963-11-12 | 1963-11-12 | Stabilisers for acrylic or methacrylic esters |
GB1778664 | 1964-04-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1011315A true GB1011315A (en) | 1965-11-24 |
Family
ID=26252924
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB44620/63A Expired GB1011315A (en) | 1963-11-12 | 1963-11-12 | Stabilisers for acrylic or methacrylic esters |
Country Status (9)
Country | Link |
---|---|
US (1) | US3356663A (en) |
BE (1) | BE786375Q (en) |
CH (1) | CH439752A (en) |
DE (1) | DE1468118C3 (en) |
DK (1) | DK130068B (en) |
ES (1) | ES305906A1 (en) |
GB (1) | GB1011315A (en) |
NL (1) | NL134846C (en) |
SE (1) | SE338983B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2021244894A1 (en) * | 2020-06-05 | 2021-12-09 | Basf Se | Polymerization inhibitors |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4216257A (en) * | 1979-04-20 | 1980-08-05 | Minnesota Mining And Manufacturing Company | Strip material for forming flexible backed fasteners |
US4542231A (en) * | 1983-07-05 | 1985-09-17 | Celanese Corporation | Stabilized ethylenically unsaturated organic compositions |
US4590301A (en) * | 1984-10-24 | 1986-05-20 | Barnes-Hind, Inc. | Polymerization inhibitors |
JPH0694437B2 (en) * | 1989-03-16 | 1994-11-24 | チッソ株式会社 | Method for producing and storing alkylene glycol monosorbate |
US6271281B1 (en) | 1999-08-26 | 2001-08-07 | Medennium, Inc. | Homopolymers containing stable elasticity inducing crosslinkers and ocular implants made therefrom |
BR112023022410A2 (en) * | 2021-04-28 | 2023-12-26 | Mitsubishi Chem Corp | COMPOSITION CONTAINING METHYL METHACRYLATE AND METHOD OF PRODUCING METHYL METHACRYLATE POLYMER |
-
1963
- 1963-11-12 GB GB44620/63A patent/GB1011315A/en not_active Expired
-
1964
- 1964-11-03 DE DE1468118A patent/DE1468118C3/en not_active Expired
- 1964-11-04 US US408745A patent/US3356663A/en not_active Expired - Lifetime
- 1964-11-09 DK DK552864AA patent/DK130068B/en unknown
- 1964-11-11 NL NL6413111A patent/NL134846C/xx active
- 1964-11-11 ES ES0305906A patent/ES305906A1/en not_active Expired
- 1964-11-11 SE SE13584/64A patent/SE338983B/xx unknown
- 1964-11-11 CH CH1453364A patent/CH439752A/en unknown
-
1972
- 1972-07-17 BE BE786375A patent/BE786375Q/en active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2021244894A1 (en) * | 2020-06-05 | 2021-12-09 | Basf Se | Polymerization inhibitors |
Also Published As
Publication number | Publication date |
---|---|
DE1468118B2 (en) | 1976-07-22 |
DK130068B (en) | 1974-12-16 |
SE338983B (en) | 1971-09-27 |
BE786375Q (en) | 1972-11-16 |
NL134846C (en) | 1972-03-15 |
US3356663A (en) | 1967-12-05 |
NL6413111A (en) | 1965-05-13 |
CH439752A (en) | 1967-07-15 |
ES305906A1 (en) | 1965-04-16 |
DE1468118A1 (en) | 1969-03-13 |
DK130068C (en) | 1975-05-26 |
DE1468118C3 (en) | 1978-09-07 |
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