Allyl-acrylic monomers, their preparation and polymers derived therefrom

• US 4,199,526 A
• Filed: 08/31/1977
• Issued: 04/22/1980
• Est. Priority Date: 09/07/1976
• Status: Expired due to Term

• Current Assignee: Societe Nationale Des Poudres Et Explosifs
• Original Assignee: Societe Nationale Des Poudres Et Explosifs
• Inventors: Senet, Jean-Pierre G., Le Roy, Patrice M.
• Primary Examiner(s): Wong, Harry
• Application Number:
  US05/829,474
• Time in Patent Office: 965 Days
• Field of Search: 260/463
• US Class Current: 558/276
• CPC Class Codes: C08F 20/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate

Abstract

Novel allyl-acrylic monomers of the formula: ##STR1## wherein R is a C_1-4 alkylene group and R₁ is hydrogen or methyl, are described. The preferred monomer is that in which R is ethylene and R₁ is methyl.

When subjected to conventional free radical polymerization, in one stage or two stages, these monomers give transparent polymers having good mechanical properties, particularly hardness.

Claims

1. Allyl-acrylic monomers of the formula:

##STR15## wherein R is an alkylene group having 1 to 4 carbon atoms and R₁ is selected from the group consisting of a hydrogen atom and a methyl group.

2. The monomer according to claim 1, wherein R is --CH₂.CH₂ -- and R₁ is methyl.

3. A process for the preparation of an allyl-acrylic monomer of the formula:

##STR16## wherein R is an alkylene group having 1 to 4 carbon atoms and R₁ is selected from the group consisting of a hydrogen atom and a methyl group, which consists of condensing an allyl chloroformate of the formula;

##STR17## with a compound of the formula;

##STR18## in the presence of pyridine and methylene chloride and hydroquinone as a stabilizer at a temperature between +5°

C. and +10°

C.