Prepolymers having imide groups

Details Prepolymers having imide groups Prepolymers having imide groups

1993-08-11

1995-04-04

Schofer, Joseph L.

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Polymers from only ethylenic monomers or processes of...

526264, 526265, 526270, 5263285, 526347, C08F22240, C08F22606, C08F22010, C08F22400, C08F22010, C08F21208

Patent

active

054039070

DESCRIPTION:

BRIEF SUMMARY
DESCRIPTION

The present invention relates to prepolymers containing imide groups, capable of being employed especially for the production of resins and of composite materials which can be cured under the effect of an ionizing radiation, and to their preparation which calls for the use: least two particular maleimides of different kinds, and particular acrylate reactant and the other of a particular vinyl compound other than an acrylate.
More precisely, the subject of the invention is prepolymers containing imide groups, exhibiting a melt viscosity, measured under the conditions defined below, of between 0.1 Pa s and 50 Pa s, characterized in that they comprise the product of reaction in a homogeneous liquid medium, at a temperature ranging from 50.degree. C. to 250.degree. C., between the following reactants (a), (b), (c) and (d):
(a) is an N,N'-bismaleimide of formula: ##STR1## in which: each of the symbols Z, which are identical or different, denotes H, CH.sub.3 or Cl; ##STR2## --O--, --S--, --SO.sub.2 --;
(b) consists of at least one maleimide chosen from the compounds of formula: ##STR3##
(c) is an acrylate reactant consisting of one or more compound(s) of general formula: ##STR4## in which: the symbol R.sub.1 denotes a hydrogen atom or a methyl radical; exceeding 8; or branched, saturated aliphatic residue containing from 1 to 30 carbon atoms and capable of containing one or a number of oxygen bridge(s) and/or one or a number of free hydroxyl functional group(s); from an aromatic residue (of aryl or arylaliphatic type) containing from 6 to 150 carbon atoms, consisting of a benzene nucleus, capable of being substituted by one to three alkyl radicals containing from 1 to 5 carbon atoms or by a number of benzene nuclei, which are optionally substituted as indicated above, which are joined to each other by a single valency bond, an inert group or an alkylene radical containing from 1 to 3 carbon atoms, it being possible for the said aromatic residue to contain in various places of its structure one or a number of oxygen bridge(s) and/or one or a number of free hydroxyl functional group(s), it being possible for the free valency(valencies) of the aromatic radical G to be carried by a carbon atom of an aliphatic chain and/or by a carbon atom of a benzene nucleus;
(d) is a reactant comprising a vinyl double bond and chosen from vinylpyridines, N-vinyl-2-pyrrolidone, vinyltetrahydrofuran, styrene and mixtures thereof.


BRIEF DESCRIPTION OF THE DRAWING

The single drawing FIGURE is a schematic illustration for the manufacture of a composite material with fiber reinforcement.
By way of specific examples of bismaleimides (a) of formula (I) there may be mentioned in particular:
Among these bismaleimides (a) preference is given to N,N'-(4,4'-diphenylmethane)bismaleimide.
Among the maleimides (b) preference is given to compounds of formulae (I) (or N,N'-(2-methyl-1,3-phenylene)bismaleimide), (2) (or N,N'-(4-methyl-1,3-phenylene)bismaleimide), and (3) (or N,N'-(5-methyl-1,3-phenylene)bismaleimide), and mixtures thereof.
Maleimides (a) and (b) are known products which can be prepared by the processes described especially in U.S. Pat. No. 3,018,290 and British Patent GB-A-1,137,290.
As acrylate reactant (c) which is suitable there may be mentioned: ##STR5## in which: G.sub.1 denotes a linear or branched alkyl radical containing from 1 to 6 carbon atoms or a phenyl radical; and m is a integer equal to zero, 1, 2, 3, 4 or 5; ##STR6## in which: G.sub.2 denotes a linear or branched alkylene divalent radical containing from 2 to 9 carbon atoms and capable of containing one or a number of oxygen bridge(s) or a radical of formula ##STR7## in which the symbol U denotes a single valency bond or a group: --CH.sub.2 --, --CH.sub.2 --CH.sub.2, --CH(CH.sub.3)CH.sub.2, ##STR8## each of the symbols p and q, which are identical or different, denoting an integer equal to zero, 1, 2, 3, 4 or 5; which: or branched saturated aliphatic residue containing from 3 to 20 carbon atoms and capable of containing one or a number of oxygen bridg

REFERENCES:
patent: 3018290 (1962-01-01), Sauers et al.
patent: 3535403 (1970-10-01), Holub et al.
patent: 4526925 (1985-07-01), Parker et al.
patent: 4568733 (1986-02-01), Parker et al.
patent: 4766179 (1988-08-01), De Koning
patent: 4994536 (1991-02-01), Arpin
patent: 5075398 (1991-12-01), de Koning et al.
Chemical Abstract 92: 182069j.

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