Polycondensates containing hydroxyquinoline end groups, their use for the preparation of polymers containing metals and metal containing polycondensates

Claim 2

A polyester of the formula ##STR27## wherein R 1 and R 2 are identical or different and denote hydrogen, (C 1 -C 4 )-alkyl, phenyl or halogen and Z is CH 2 , CH--CH 3 , an isoalkylidene radical with 3 to 5 carbon atoms, a cycloalkylene or cycloalkylidene radical with 5 to 15 carbon atoms, or a radical of the formula ##STR28## in which R 4 , R 5 and R 3 are identical or different alkyl radicals with 1 to 5 carbon atoms, and M is a segment of the formula ##STR29## wherein R and R' are identical or different and are C 2 -C 12 -alkylene which can be interrupted by --O-- or cyclohexylene, C 5 -C 15 cycloalkylene, C 8 -C 12 arylenedialkylene, C 6 -C 12 arylene and C 13 -C 15 alkylidene diphenylene and p is an integer between 2 and 50.

Claim 3

A process for preparing polyesters according to claim 1 comprising co-condensing 2 to 28.5 mol %, based on starting compounds, of 8 hydroxy -- quinolines of the general formula ##STR30## wherein X is OH R 1 and R 2 are identical or different and are hydrogen, (C 1 -C 4 )-alkyl, phenyl or halogen and Z denotes CH 2 , CH--CH 3 , an isoalkylidene radical with 3 to 5 carbon atoms, a cycloalkylene or cycloalkylidene radical with 5 to 15 carbon atoms or a radical of formula ##STR31## wherein R 3 , R 4 and R 5 are as defined in claim 1 with dicarboxylic acid esters of volatile alcohols and glycols.

Claim 4

The process of claim 2 wherein the condensation temperature is between 120° and 300° C.

Claim 5

The process of claim 3 wherein the condensation is conducted at reduced pressure in the presence of acid or base catalysts.

Claim 6

A process for preparing polyesters according to claim 1 comprising co-condensing 2 to 28.5 mol % based on starting compounds of 8 hydroxyquinolines of the general formula ##STR32## wherein X is OH, R 1 and R 2 are identical or different and are hydrogen, (C 1 -C 4 )-alkyl, phenyl or halogen and Z denotes CH 2 , CH--CH 3 , an isoalkylidene radical with 3 to 5 carbon atoms, a cycloalkylene or cycloalkylidene radical with 5 to 15 carbon atoms or a radical or formula ##STR33## wherein R 3 , R 4 and R 5 are as defined above, with dicarboxylic acid chlorides and bisphenols selected from the group consisting of 4,4'-dihydroxydiphenyl; bis-(4-hydroxyphenyl)-propane-2,2, bis-(4-hydroxy-3,5-dichloro-phenyl)-propane-2,2, bis-(4-hydroxy-3,5-dibromophenyl)-propane-2,2, bis-(4-hydroxy-3,5-dimethylphenyl)-propane-2,2, bis-(4-hydroxy-3-methyl-phenyl)-propane-2,2 and bis-(4-hydroxy-phenyl)-cyclohexane-1,1.

Claim 7

A process for the preparation of polyester according to claim 1 comprising co-condensing 2 to 28.5 mol % based on starting compounds of 8 hydroxyquinolines of the formula ##STR34## wherein X is OH R 1 and R 2 are the same or different and are hydrogen, alkyl having 1-4 carbon atoms, phenyl, chlorine or bromine and Z is CH 2 , CH--CH 3 , isoalkylidene having 3 to 5 carbon atoms, cycloalkylene or cycloalkylidene having 5 to 15 carbon atoms, or a radical of the formula ##STR35## wherein R 4 , R 5 and R 3 are the same or different and are alkyl having 1 to 5 carbon atoms with an acid compound selected from the group consisting of terephthalic acid, isophthalic acid, phthalic acid, methylterephthalic acid, naphthalenedicarboxylic acid, diphenyldicarboxylic acid, diphenylmethanedicarboxylic acid, adipic acid, succinic acid, glutaric acid, sebacic acid, pimelic acid, suberic acid, azelaic acid, diglycollic acid, cyclohexanedicarboxylic acid, cyclohexanediacetic acid and dimethyl, diethyl and dipropyl esters of these acids; and a glycol component selected from the group consisting of ethylene glycol, diethylene glycol and triethylene glycol, 1,2-propane-diol and 1,3-propanediol; 1,4,2,3- and 1,3-butanediol, 1,6-hexanediol, 1,10-decanediol, cyclohexanedimethanol, cyclohexanediol, 2,2-dimethyl-propanediol-(1,3), glycerine monomethyl ether and mixtures of these glycols.

Claim 8

A polyester of the formula ##STR36## wherein Q is either a group of the formula ##STR37## wherein R 1 , R 2 , Z and M are as defined in claim 1 n is between 1 and 50 and G corresponds to metal compounds of the formula ##STR38## in which m is the number of anion bonds and/or ligands T on the metal atom and is calculated from the difference of the valency or co-ordination number minus two, r is an integer from 0 to 20, Me is a metal of sub-group 1 to 8 or of main group 2 to 5 of the periodic table and T corresponds to anions of inorganic mineral acids, anions of organic carboxylic acids, complex-forming agents, C 1 -C 8 -alkoxy radicals, C 6 -C 12 -aryloxy radicals and/or trialkylsiloxy radicals with 3 to 12 carbon atoms and E is H or ##STR39##

Claim 9

A process of preparing the polyester of claim 7 wherein the polyesters of claim 1 are reacted with metal compounds of the formula ##STR40## wherein T, Me, r and m are as defined in claim 7.

Claim 10

A process according to claim 8 wherein the reaction occurs in homogeneous solution in aprotic solvents at temperatures between 20° C. and 60° C., such that the molar ratio of the polyester to metal compound is between 1:0.5 and 1:1, and using concentrations of polyester and metal compound in solution which are between 0.001% and 30% by weight.

Claim 11

A process according to claim 8 wherein T corresponds to anions of inorganic mineral acids, anions of organic carboxylic acids and/or complex forming agents and the reaction is a two phase reaction between the polyester in an aprotic solvent, and the metal compound in a polar protic solvent, at temperatures between 20° C. and 220° C., such that the molar ratio of polyester to metal compound is between 1:0.5 and 1:1 and in concentrations of 1-30% by weight of polyester and 0.001-30% by weight of metal compound.

Claim 12

The polyester of claim 1 wherein R 1 and R 2 are chlorine or bromine.

Claim 13

The polyester of claim 1 wherein Z is selected from the group consisting of ##STR41##

Claim 14

The polyester of claim 1 wherein Z is ##STR42## and R 1 and R 2 are hydrogen.

Claim 15

The polyester of claim 7 wherein R 1 and R 2 are chlorine or bromine.

Claim 16

The polyester of claim 7 wherein Z is selected from the group consisting of ##STR43##

Claim 17

The polyester of claim 7 wherein Z is ##STR44## and R 1 and R 2 are hydrogen.

Claim 18

The polyester of claim 7 wherein Me is selected from the group consisting of Sc to Zn, Y to Cd, La to Hg, Ac to U, Al, Pb and Bi.

Claim 19

The polyester of claim 7 wherein T is the anion of an inorganic acid selected from the group consisting of HCl, H 2 SO 4 , H 3 PO 4 and HNO 3 .

Claim 20

The polyester of claim 7 wherein T is the anion of a saturated aliphatic carboxylic acid having 1 to 18 carbon atoms.

Claim 21

The polyester of claim 7 wherein T corresponds to the anion of a member selected from the group consisting of HCOOH, (COOH) 2 , CH 3 COOH and CH 3 (CH 2 ) 16 COOH.

Claim 22

The polyester of claim 7 wherein T is a complex forming agent selected from the group consisting of aliphatic diketones, ethylenediaminetetracetic acid, nitrilotriacetic acid and cyclopentadiene.