Telomers which can be cross-linked by light

Details Telomers which can be cross-linked by light Telomers which can be cross-linked by light

1983-03-07

1985-05-21

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

260942, 260952, 549473, 560104, 560223, C07C 69533

Patent

active

045187940

DESCRIPTION:

BRIEF SUMMARY
The invention relates to telomers with one or more sequences, at least one of which has unsaturated lateral groups over its length, the lateral groups being distributed statistically and having properties of cross-linking by light.
It also concerns a method of obtaining these telomers.
Telomers are synthesised organic substances resulting from a reaction known as telomerisation, in which an unsaturated organic compound X.sub.i called the "taxogen" reacts in the presence of catalysts or initiators with another compound AZ called the "telogen", leading to the condensation of X.sub.i, in formation of a sequence of n divalent --(X.sub.i)-- links, and the division of the telogen AZ into two parts, which are hooked onto the ends of the sequence to give a product of the general formula: A--(X.sub.i).sub.n --Z called the telomer. This may in turn act as a telogenic agent for another taxogen Y.sub.i and lead to the production of dual sequence cotelomers of the general formula:
Applicants have taken a particular interest in these products and in derivitives thereof which result from grafting unsaturated lateral grafts onto at least one of the sequences.
Molecules of low molecular weight which have unsaturated groups are already known or on the market. For example, in the case of allyl grafts, 1,1,2,2-tetraallyloxy ethane has in fact been commercialised, and in the case of acrylic grafts acrylates of diols, triols or tetraols are known. But these compounds do not have more than four groups that can be photopolymerised.
Molecules of molecular weight from 1000 to 3000 (telechelic oligomers) with two acrylic groups at the ends of the chain are widely used in industry. These macromolecules may e.g. be obtained from dihydroxylated polyurethanes or polyesters.
Finally, polymers of high molecular weight with substituted allyl and/or acrylic groups have been known for a long time, and applications of them still form the subject of many patents and publications. Some examples are polyvinyl alcohols and glycol poly(meth)acrylates substituted by acrylic groups of the cinnamic, .beta.-(2-furyl)acrylic or .beta.-(pyridyl)acrylic type. Very few compounds with unsubstituted allyl or acrylic grafts have been described in the literature in connection with this type of macromolecule. French Pat. No. 2 412 572, in which the grafts are formed by carbonate bridges, should nevertheless be noted.
The originality of the invention stems from the fact that Applicants have synthesised single sequence telomers and dual sequence telomers or cotelomers with sequences of specific length and have grafted controlled numbers of special groups onto them. This has resulted in new products, with a combination of important properties which can be applied to various technical fields.
Thus Applicants have been able to make products with sequences of small length, that is to say, of relatively low molecular weight, with consequent low viscosity and a resultant ability to be used without solvent.
They have also developed single sequence telomers with links of a structure such that a certain number of highly reactive groups, such as acrylic and allyl derivitives, could be hooked onto them, thus giving them remarkable properties of cross-linking by light, while still leaving some links in the sequence ungrafted and thus enabling them to apply their own properties, for example enabling links with an acid or alcohol function to have more or less solubility in water or an ability to adhere to metals.
By extending the invention to dual sequence telomers, Applicants have been able to create or develop other properties, depending on what the second sequence consists of. Some examples of these properties are improved surface properties when fluorine radicals are present, flexibility when there are diene radicals or resistance to hydrocarbons when working with acrylic radicals such as acrylonitrile.
The telomers according to the invention are of the general formula: ##STR3## wherein the sequence of --(X.sub.i)-- and ##STR4## links emanates from an identical taxogen X.

REFERENCES:
patent: 3816512 (1974-06-01), Starks
patent: 3963772 (1976-06-01), Takeshita

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