Process for the manufacture of crosslinked polymers which contain imide groups
AssigneeCiba-Geigy Corporation
InventorsAbdul-Cader Zahir, Alfred Renner
Life of this patent
Estimating the term…
Abstract
The invention relates to the manufacture of crosslinked polymers which contain imide groups by reacting polymaleimides with alkenylphenols or alkenylphenol ethers, preferably at temperatures of 100.degree. to 250.degree. C. The reaction mixture optionally also contains polymerization catalysts. The manufacture of the polymers is as a rule carried out with simultaneous shaping. Shaped articles (for example castings), laminates, adhesive bonds and foams can be manufactured in this way. It is also possible to carry out the reaction in solution.
Claims34
A process for the manufacture of a crosslinked polymer containing imide groups comprising
- reacting at a temperature of 20.degree. to 250.degree. C
- (a) a polyimide of the formula ##STR9## wherein R is hydrogen or methyl, and A is a divalent radical of the formula ##STR10## in which R.sup.1 is selected from the group consisting of --CH.sub.2 --;
- ##STR11## --SO.sub.2 --, --SO--, --S-- and --O--, and n is 0 or 1;
- or a polyimide selected from the group consisting of the N,N'-bis-maleimide of 4,4'-diamino-triphenyl phosphate, the N,N'-bis-maleimide of 4,4'-diamino-triphenyl phosphate, the N,N',N"-tris-maleimide of tris-(4-aminophenyl) phosphate and the N,N',N"-tris-maleimide of tris-(4-aminophenyl) thiophosphate;
- or a mixture of said polyimides;
- with
- (b) an alkenylphenol selected from the group consisting of o,o'-diallyl-bisphenol A, 4,4'-dihydroxy-3,3'-diallyldiphenyl, bis-(4-hydroxy-3-allylphenyl)methane, 2,2-bis-(4-hydroxy-3,5-diallylphenyl)propane, eugenol, o,o'-dimethallyl-bisphenol A, 4,4'-dihydroxy-3,3'-dimethylallyldiphenyl, bis-(4-hydroxy-3-methallylphenyl)methane, 2,2-bis-(4-hydroxy-3,5-dimethallylphenyl)-propane and 4-methallyl-2-methoxyphenol;
- or
- an alkenylphenol ether selected from the group consisting of 2,2-bis(4-methoxy-3-allylphenyl)propane, 2,2-bis(4-methoxy-3-methallyphenyl)propane, 4,4'-dimethoxy-3,3'-diallyldiphenyl, 4,4'-dimethoxy-3,3'-dimethallyldiphenyl, bis(4-methoxy-3-allylphenyl)methane, bis(4-methoxy-3-methallylphenyl)methane, 2,2-bis(4-methoxy-3,5-diallylphenyl)propane, 2,2-bis-(4-methoxy-3,5-dimethallylphenyl)propane, 4-allylveratrole and 4-methallyl-veratrole;
- or
- a mixture of said alkenylphenols, a mixture of said alkenylphenol ethers or a mixture of said alkenylphenols and said alkenylphenol ethers;
- in such molar proportion that for each 1 equivalent of polyimide component (a) there is from 0.1 to 10 moles of alkenylphenol, alkenylphenol ether or mixture thereof as component (b).
A mixture of which is stable on storage and can be cured by the action of heat which comprises
- (a) a polyimide of the formula ##STR12## wherein R is hydrogen or methyl, and
- A is a divalent radical of the formula ##STR13## in which R.sup.1 is selected from the group consisting of --CH.sub.2 --, ##STR14## --SO.sub.2 --, --SO--, --S-- and --O--, and n is 0 or 1;
- or a polyimide selected from the group consisting of the N,N'-bis-maleimide of 4,4'-diamino-triphenyl phosphate, the N,N'-bis-maleimide of 4,4'-diamino-triphenyl phosphate, the N,N',N"-tris-maleimide of tris-(4-aminophenyl) phosphate and the N,N',N"-tris-maleimide of tris-(4-aminophenyl) thiophosphate;
- or a mixture of said polyimides;
- and
- (b) an alkenylphenol selected from the group consisting of o,o'-diallyl-bisphenol A, 4,4'-dihydroxy-3,3'-diallyldiphenyl, bis-(4-hydroxy-3-allylphenyl)methane, 2,2-bis-(4-hydroxy-3,5-diallylphenyl)propane, eugenol, o,o'-dimethallyl-bisphenol A, 4,4'-dihydroxy-3,3'-dimethallyldiphenyl, bis-(4-hydroxy-3-methallylphenyl)methane, 2,2-bis-(4-hydroxy-3,5-dimethallylphenyl)propane and 4-methallyl-2-methoxyphenol;
- or an alkenylphenol ether selected from the group consisting of 2,2-bis(4-methoxy-3-allylphenyl)propane, 2,2-bis(4-methoxy-3-methallyl-phenyl)propane, 4,4'-dimethoxy-3,3'-diallyldiphenyl,4,4'-dimethoxy-3,3'-dimethyallyldiphen yl, bis(4-methoxy-3-allyl-phenyl)methane, bis(4-methoxy-3-methallylphenyl)methane, 2,2-bis-(4-methoxy-3,5-diallylphenyl)propane, 2,2-bis-(4-methoxy-3,5-dimethallylphenyl)propane, 4-allylveratrole and 4-methallyl-veratrole;
- or
- a mixture of said alkenylphenols, a mixture of said alkenylphenol ethers or a mixture of said alkenylphenols and said alkenylphenol ethers;
- in such molar proportion that for each 1 equivalent of polyimide component (a) there is from 0.1 to 10 moles of alkenylphenol, alkenylphenol ether or mixture thereof as component (b).
Dependencies are inferred from the claim text.