Crosslinkable polymers of unsaturated imides

Claim 2

A crosslinkable polymer which has an average molecular weight of at least 1,000, or the corresponding cyclized imide derivative, which is characterized in that it consists of 0.5 to 100 mol % of recurring structural elements of the formula III ##STR40## and 0 to 99.5 mol % of recurring structural elements of the formula IV ##STR41## and contains at least three structural elements of the formula III, and the --CO-- groups in formula III are bonded to the benzene ring in the 2,3-, 3,4- or 3,5-position, m and n independently of one another represent the number 1 or 2, A 2 represents a radical of the formula ##STR42## R 2 and R 3 independently of one another represent hydrogen, chlorine or bromine, X and Y are both --O-- or one of X and Y is --O-- and the other of X and Y represents ##STR43## where R 4 is hydrogen, alkyl with 1 to 4 carbon atoms or phenyl, Q represents an aliphatic radical with at least 2 carbon atoms or a cycloaliphatic, araliphatic, carbocyclic-aromatic or heterocyclic-aromatic radical, and Q 1 represents an aliphatic radical or represents a cycloaliphatic, carbocyclic-aromatic or heterocyclic-aromatic radical in which the carbonyl and carboxyl groups are bonded to different carbon atoms and the carboxyl groups are each in the ortho-position relative to a carbonyl group.

Claim 3

A crosslinkable polymer which has an average molecular weight of at least 1,000, which is characterized in that it consists of 0.5 to 100 mol % of recurring, structural elements of the formula I ##STR44## and of 0 to 99.5 mol % of recurring structural elements of the formula II ##STR45## and contains at least three structural elements of the formula I, and the --COR 1 groups in formula I are bonded to the benzene ring in the 2,3-, 3,4- or 3,5-position, A 1 represents a radical of the formula ##STR46## R 1 represents a hydroxyl group, phenoxy; phenoxy substituted by one or two nitro groups, by one alkyl of 1 to 2 carbon atoms, by one alkoxy of 1 to 2 carbon atoms or by two to five halogen atoms; alkoxy of 1 to 18 carbon atoms or --O--M+, M+ represents an alkali metal cation, a trialkylammonium cation with 3-24 carbon atoms or a quaternary ammonium cation, R 2 and R 3 independently of one another represent hydrogen, chlorine or bromine, Z 1 and Z 3 each denote hydrogen, Z 2 denotes hydrogen, chlorine or methyl and Z 4 denotes hydrogen, methyl, ethyl, chlorine, --CN, --COOH, --CONH 2 , phenyl, methylphenyl, methoxyphenyl, cyclohexyl, pyridyl, imidazolyl, pyrrolidonyl, --COO--alkyl with 1 to 12 carbon atoms in the alkyl part, --COO--phenyl, ##STR47## --COO--alkyl--OH with 1-3 carbon atoms in the alkyl part, ##STR48## wherein R 7 denotes a linear or branched saturated aliphatic radical with at most 10 carbon atoms, R 8 denotes hydrogen or methyl and x denotes an integer from 1 to 3;--OCO--alkyl with 1-4 carbon atoms in the alkyl part, --OCO--phenyl, --CO--alkyl with 1-3 carbon atoms in the alkyl part, alkoxy with 1-6 carbon atoms, phenoxy, --CH═CH 2 or ##STR49## or, Z 1 and Z 2 each represent hydrogen and Z 3 and Z 4 conjointly form a ##STR50## grouping.

Claim 4

A crosslinkable polymer which has an average molecular weight of at least 1,000, which is characterized in that it consists of 0.5 to 100 mol % of recurring, structural elements of the formula I ##STR44## and of 0 to 99.5 mol % of recurring structural elements of the formula II ##STR45## and contains at least three structural elements of the formula I, and the --COR 1 groups in formula I are bonded to the benzene ring in the 2,3-, 3,4- or 3,5-position, A 1 represents a radical of the formula ##STR46## R 1 represents a hydroxyl group, phenoxy; phenoxy substituted by one or two nitro groups, by one alkyl of 1 to 2 carbon atoms, by one alkoxy of 1 to 2 carbon atoms or by two to five halogen atoms; alkoxy of 1 to 18 carbon atoms or --O--M+, M+ represents an alkali metal cation, a trialkylammonium cation with 3-24 carbon atoms or a quaternary ammonium cation, R 2 and R 3 independently of one another represent hydrogen, chlorine or bromine, Z 1 and Z 3 each denote hydrogen, Z 2 denotes hydrogen, chlorine or methyl and Z 4 denotes hydrogen, methyl, ethyl, chlorine, --CN, --COOH, --CONH 2 , phenyl, methylphenyl, methoxyphenyl, cyclohexyl, pyridyl, imidazolyl, pyrrolidonyl, --COO--alkyl with 1 to 12 carbon atoms in the alkyl part, --COO--phenyl, ##STR47## --COO--alkyl--OH with 1-3 carbon atoms in the alkyl part, ##STR48## wherein R 7 denotes a linear or branched saturated aliphatic radical with at most 10 carbon atoms, R 8 denotes hydrogen or methyl and x denotes an integer from 1 to 3;--OCO--alkyl with 1-4 carbon atoms in the alkyl part, --OCO--phenyl, --CO--alkyl with 1-3 carbon atoms in the alkyl part, alkoxy with 1-6 carbon atoms, phenoxy, --CH═CH 2 or ##STR49## or, Z 1 and Z 2 each represent hydrogen and Z 3 and Z 4 conjointly form a ##STR50## grouping.

Claim 5

A crosslinkable polymer according to claim 1 which has structural elements of the formula III wherein A 2 represents the group ##STR51## or the group --CH═CH--.

Claim 6

A crosslinkable polymer according to claim 2, consisting of 1-50 mol % of structural elements of the formula I and 50-99 mol % of structural elements of the formula II, wherein Z 1 and Z 3 each represent hydrogen, Z 2 represents hydrogen or methyl and Z 4 represents --COO--alkyl with 1-10 carbon atoms in the alkyl part, or Z 1 , Z 2 and Z 3 each represent hydrogen and Z 4 represents --CN, chlorine, phenyl or --OCOCH 3 , A 1 denotes the group ##STR52## or the group ##STR53## R 1 denotes --OH or an alkoxy group with 1-4 carbon atoms and the two --COR 1 groups in the formula I are in the 3,5-position of the benzene ring.

Claim 7

A crosslinkable polymer according to claim 1, consisting of 3-50 mol % of structural elements of the formula III, in which the --CO-- groups are in the 3,5-position of the benzene ring, and 50-97 mol % of structural elements of the formula IV, wherein A 2 denotes the group ##STR54## or the group --CH═CH--, X and Y each denote --O--, Q denotes the 1,3- or 1,4-phenylene group or an unsubstituted alkylene group with 2-12 carbon atoms, m and n each denote the number 1 and Q 1 denotes the 1,3- or 1,4-phenylene group or an unsubstituted alkylene group with 4-10 carbon atoms.

Claim 8

A crosslinkable polymer according to claim 1, consisting of 3-50 mol % of structural elements of the formula III, in which the --CO-- groups are in the 3,5-position of the benzene ring, and 50-97 mol % of structural elements of the formula IV, wherein A 2 denotes the group ##STR55## or the group --CH═CH--, one of X and Y denotes --O-- and the other denotes --NH--, Q denotes the 1,3- or 1,4-phenylene group, m and n each denote the number 1 and Q 1 denotes the 1,3- or 1,4-phenylene group.

Claim 9

A crosslinkable polymer as claimed in claim 1, consisting of about 10 mol-% of recurring structural units having the formula ##STR56## and about 90 mol-% of recurring structural units having the formula ##STR57##

Claim 10

A crosslinkable polymer as claimed in claim 1 consisting of 50 mol % of recurring structural units having the formula ##STR58## and 50 mol % of recurring structural units having the formula ##STR59##

Claim 11

A crosslinkable polymer as claimed in claim 1 consisting of 50 mol % of recurring structural units having the formula ##STR60## and 50 mol % of recurring structural units having the formula ##STR61##

Claim 12

A crosslinkable polymer as claimed in claim 1 consisting of 10 mol % of recurring structural units having the formula ##STR62## and 90 mol % of recurring structural units having the formula ##STR63##

Claim 13

A crosslinkable polymer as claimed in claim 1 consisting of 10 mol % of recurring structural units having the formula ##STR64## and 90 mol % of recurring structural units having the formula ##STR65##

Claim 14

A crosslinkable polymer as claimed in claim 1 consisting of 10 mol % of recurring structural units having the formula ##STR66## and 90 mol % of recurring structural units having the formula ##STR67##

Claim 15

A process for the manufacture of a crosslinkable polymer according to claim 1, or the corresponding cyclized imide derivative, which comprises reacting at a temperature between -50° and 300° C. in an inert organic solvent or solvent mixture or in the melt at a temperature between 50° and 275° C. in the presence of a polycondensation catalyst, 0.5 to 100 mol % of a compound of the formula Vb ##STR68## and 0 to 99.5 mol % of a compound of the formula VII ##STR69## with substantially stoichiometric amounts of a compound of the formula VIII HY--Q--XH (VIII) in which m, n, A 2 , X, Y, Q and Q 1 are as defined in claim 1, R 1 ' and M 1 each denote a chlorine atom, a hydroxyl group, phenoxy; phenoxy substituted by one or two nitro groups, by one alkyl of 1 to 2 carbon atoms, by one alkoxy of 1 to 2 carbon atoms or by two to five halogen atoms; or alkoxy with 1 to 18 carbon atoms, or when either of m or n is 2, conjointly with M 1 forms the --O-- grouping, and the groups --COM 1 and --COM 2 are bonded to different carbon atoms and the --COM 1 groups are each in the ortho-position relative to a --COM 2 group, and when either of m or n is 2, and one of X and Y is the group --NH--, cyclizing the resulting polymer to give the imide.

Claim 16

A crosslinkable polymer according to claim 2 which has structural elements of the formula I wherein A 1 represents the group ##STR70## or the group ##STR71##

Claim 17

A crosslinkable polymer as claimed in claim 2 consisting of 50 mol % of recurring structural units having the formula ##STR72## and 50 mol % of recurring structural units having the formula ##STR73##

Claim 18

A crosslinkable polymer as claimed in claim 2 consisting of about 50 mol % of recurring structural units of the formula ##STR74## and about 50 mol % of recurring structural units having the formula ##STR75##

Claim 19

A process for the manufacture of a crosslinkable polymer according to claim 2 which comprises reacting at a temperature between about 30°-100° C. in bulk, solution, precipitation, emulsion or suspension polymerization in the presence of 0.01 to 5% by weight based on the total weight of monomers, of a free-radical initiator 0.5 to 100 mol % of a compound of the formula Va ##STR76## with 0 to 99.5 mol % of a compound of the formula VI ##STR77## in which A 2 , R 1 , Z 1 , Z 2 , Z 3 and Z 4 are defined as in claim 2.