GB984827A - - Google Patents
Info
- Publication number
- GB984827A GB984827A GB984827DA GB984827A GB 984827 A GB984827 A GB 984827A GB 984827D A GB984827D A GB 984827DA GB 984827 A GB984827 A GB 984827A
- Authority
- GB
- United Kingdom
- Prior art keywords
- unsaturated
- acrylate
- epoxidized
- epoxy
- dimethylene
- 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.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/16—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
984,827. Unsaturated epoxy esters. CONSORTIUM FUR ELEKTROCHEMISCHE INDUSTRIE G.m.b.H. July 17, 1961 [July 16, 1960], No. 25890/61. Heading C2C. Unsaturated epoxy esters of the formula RO.COR<SP>1</SP> where R is a saturated epoxidized mono- or poly-carbocyclic ring system containing at least 6 carbon atoms, and R<SP>1</SP> is a branched or unbranched alkenyl group with at the most 4 carbon atoms, are made by selective epoxidation in a known manner of an unsaturated ester of a cyclo-olefinic alcohol. Epoxidation may be effected with a peracid, e.g., peracetic acid, in the presence of an inert diluent, or with hydrogen peroxide in the presence of a carboxylic acid and a catalyst. The quantity of percompound is usually 1.05-1.2 mol. per mol. of the double bond to be epoxidized and the reaction is effected at 0-40‹ C. The starting materials may be made by esterifying unsaturated carbocyclic alcohols, e.g. cyclohexenols, dehydronorborneol, 1,4 - 5,8 - dimethylene- #<SP>6,7</SP> - octahydro - # - naphthol, tricyclo. [5,2,1,0<SP>2</SP>,<SP>6</SP>] - decene - #<SP>3,4</SP> - ol - 9, with unsaturated carboxylic acids such as acrylic, methacrylic or crotonic acid. The unsaturated esters may also be made by transesterification of unsaturated esters such as methyl acrylate, methyl methacrylate, ethyl acrylate or an ester of crotonic acid with the cyclo-olefinic alcohols in the presence of transesterification catalysts. The unsaturated acids mentioned above may also be added to carbocyclic dienes such as dicyclopentadiene, bicyclo - [2,2,1] - heptadiene, cyclohexadiene, 1,4 - 5,8 - dimethylene- #<SP>2,2-6,7</SP>-hexahydronaphthalene, in the presence of Lewis acids. In examples, (1) butyl acrylate is transesterified with tricyclo - [5,2,1,0<SP>2</SP>,<SP>6</SP>] - decene - #<SP>3</SP>,<SP>4</SP> - of - 9 in the presence of H 2 SO 4 and the acrylic ester formed is epoxidized to the acrylate of 3,4 - epoxy - tricyclo - [5,2,1,0<SP>2</SP>,<SP>6</SP>]- decanol-9; (2) methyl acrylate is transesterified with dehydronorborneol and the ester formed is epoxidized to the acrylate of 5: 6-epoxy-2-hydroxy - bicyclo - [2: 2: 1] - heptane; (3) methyl acrylate is transesterified with 1: 4: 5: 8- dimethylene - #<SP>6</SP>,<SP>7</SP> - octahydro - # - naphthol and the ester epoxidized to the acrylate of 1,4,5,8 - dimethylene - 6,7 - epoxy - decahydro- #-naphthol. Specification 935,756 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEC0021929 | 1960-07-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB984827A true GB984827A (en) |
Family
ID=7017102
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB984827D Active GB984827A (en) | 1960-07-16 |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH410911A (en) |
DE (1) | DE1418698A1 (en) |
GB (1) | GB984827A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3807571A1 (en) * | 1987-03-09 | 1988-09-22 | Kansai Paint Co Ltd | RESINABLE RESIN DIMENSIONS AT LOW TEMPERATURES |
WO2001009078A1 (en) * | 1999-07-28 | 2001-02-08 | Dexter Corporation | Low viscosity acrylate monomers, formulations containing same, and uses therefor |
JP2006151900A (en) * | 2004-11-30 | 2006-06-15 | Daicel Chem Ind Ltd | Cycloaliphatic epoxy (meth)acrylate and its preparation method |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1250726A (en) * | 1984-02-25 | 1989-03-07 | Fredrick G. Wilson | Profiled sheet material |
US6124483A (en) * | 1996-12-23 | 2000-09-26 | Sartomer Technology Company | Process for preparing unsaturated esters containing cyclic epoxy group |
-
0
- GB GB984827D patent/GB984827A/en active Active
-
1960
- 1960-07-16 DE DE19601418698 patent/DE1418698A1/en active Pending
-
1961
- 1961-07-12 CH CH818761A patent/CH410911A/en unknown
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3807571A1 (en) * | 1987-03-09 | 1988-09-22 | Kansai Paint Co Ltd | RESINABLE RESIN DIMENSIONS AT LOW TEMPERATURES |
DE3807571C3 (en) * | 1987-03-09 | 1998-06-10 | Kansai Paint Co Ltd | Silicone resin composition curable at low temperatures |
WO2001009078A1 (en) * | 1999-07-28 | 2001-02-08 | Dexter Corporation | Low viscosity acrylate monomers, formulations containing same, and uses therefor |
US6211320B1 (en) | 1999-07-28 | 2001-04-03 | Dexter Corporation | Low viscosity acrylate monomers formulations containing same and uses therefor |
JP2006151900A (en) * | 2004-11-30 | 2006-06-15 | Daicel Chem Ind Ltd | Cycloaliphatic epoxy (meth)acrylate and its preparation method |
Also Published As
Publication number | Publication date |
---|---|
CH410911A (en) | 1966-04-15 |
DE1418698A1 (en) | 1968-10-10 |
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