Bis(hydroxyphthalimide) and process for preparing the same, and process for preparing polyesterimide by the use thereof

Claim 2

A bis(hydroxyphthalimide) represented by the following general formula of: wherein R is a difunctional organic group selected from the groups (a), (b) and (c) of : (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof: (b) alkylene groups; and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5.

Claim 3

A bis(hydroxyphthalimide) according to claim 1, wherein said hydrocarbon group is m-phenylene, p-phenylene or chloro m-pheruyyfene.

Claim 4

A bis(hydmxyphthalimide) according to claim 1 , wherein said alkylene group is hexylene (-C 6 H 12 -).

Claim 5

A bis(hydroxyphthalimide) according to claim 1, wherein said difunctional group is diphenylmethane, diphenylsulfide, diphenylsulfone, diphenyl ether or diphenyl ketone.

Claim 6

A process for the preparation of a bis-(hydroxyphthalimide) represented by the general of: wherein R is a difunctional organic group selected from the groups (a), (b) and (c) of : (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof; (b) alkylene groups: and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5; comprising the step of condensing 4-hydroxyphthalic anhydride with an organic diamine represented by the general formula of H 2 NRNH2 in the presence of an organic solvent.

Claim 7

A process for the preparation of a bis-(hydroxyphthalimide) represented by the general of: wherein R is a difunctional organic group selected from the groups (a), (b) and (c) of : (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof; (b) alkylene groups: and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5; comprising the step of condensing 4-hydroxyphthalic anhydride with an organic diamine represented by the general formula of H 2 NRNH2 in the presence of an organic solvent.

Claim 8

A process for the preparation of a bis-(hydroxyphthalimide) according to claim 5, wherein said organic solvent is a phenolic solvent selected from the group consisting of o-cresol, p-cresol, m-cresol and mixtures thereof.

Claim 9

A process for the preparation of a bis-(hydroxyphthalimide) according to claim 5, wherein said organic solvent is glacial acetic acid.

Claim 10

A process for the preparation of a bis-(hydroxyphthalimide) according to claim 5, wherein 2 mols of said 4-hydroxyphthalic anhydride is reacted with 0.8 to 1.2 mols of said organic diamine.

Claim 11

A process for the preparation of a bis-(hydroxyphthalimide) according to claim 6, wherein 1 to 2 parts by weight, based on 1 part by weight of the sum of the reactants, of said phenolic solvent is used, and wherein in the reaction is carried out at a temperature of from 100 to 140°C.

Claim 12

A process for the preparation of a bis-(hydroxyphthalimide) accoring to claim 7, wherein 10 parts by weight, based on 1 part by weight of the sum of the reactants, of said glacial acetic acid is used, and wherein the reaction is carried out under reflux for 1 to 15 hours.

Claim 13

A process for the preparation of a polyesterimide comprising the step of reacting a bis(hydroxyphthalimide) with a dicarboxylic acid dihalide to be polymerized by condensation polymerization in an organic solvent and in the presence of a tertiary amine, said bis(hydroxyphthalimide) being represented by the following general formula of: wherein R, is a difunctional organic group selected from the groups (a), (b) and (c) of: (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof; (b) alkylene groups; and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5. and said dicarboxylic acid dihalide being represented by the following general formula of: wherein R 2 is a difunctional organic group selected from the groups (a), (b) and (c) of : (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof: (b) alkylene groups; and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5. and wherein X is a halogen atom selected from the groups consisting of F, Cl and Br, and Y is a halogen atom selected from the group consisting of F, Cl and Br.

Claim 14

A process for the preparation of a polyesterimide comprising the step of reacting a bis(hydroxyphthalimide) with a dicarboxylic acid dihalide to be polymerized by condensation polymerization in an organic solvent and in the presence of a tertiary amine, said bis(hydroxyphthalimide) being represented by the following general formula of: wherein R, is a difunctional organic group selected from the groups (a), (b) and (c) of: (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof; (b) alkylene groups; and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5. and said dicarboxylic acid dihalide being represented by the following general formula of: wherein R 2 is a difunctional organic group selected from the groups (a), (b) and (c) of : (a) aromatic hydrocarbon groups having 6 to 20 carbon atoms or a halogenated derivative thereof: (b) alkylene groups; and (c) those represented by the following general formula of: wherein X is a group selected from the group consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5. and wherein X is a halogen atom selected from the groups consisting of F, Cl and Br, and Y is a halogen atom selected from the group consisting of F, Cl and Br.

Claim 15

A process for the preparation of a pofyesterimide according to claim 11, wherein said group R 2 in said general formula of is an aromatic hydrocarbon group, Y is a halogen atom selected from the group consisting of F, Cl, Br and I and Z is a halogen atom selected from the group consisting of F, Cl Br and I.

Claim 16

A process for the preparation of a polyesterimide according to claim 11, wherein said organic solvent is selected from the group consisting of N-methyl-2-pyrrotidone, N,N-dimethylformamide and N,N-dimethylacetoamide.

Claim 17

A process for the preparation of a polyesterimide according to claim 11, wherein said tertiary amine is pyridine- triethylamine.

Claim 18

A process for the preparation of a polyesterimide according to claim 11, wherein 1 mol of said bis-(hydroxyphthalimide) is reacted with 1 mol of said dicarboxylic acid dihalide at a reaction temperature of from 20 to 50°C over a reaction period of from 30 minutes to 30 hours.

Claim 19

1 6. A process for the preparation of a polyesterimide according to claim 12, wherein said dicarboxylic acid dihalide is terephthalic acid dichloride or isophthalic acid dichloride.

Claim 20

A process for the preparation of a polyesterimide according to claim 11, wherein said bis(hydroxyphthalimide) is dissolved in an alkali solution and reacted with said dicarboxylic acid halide in the presence of a phase transfer catalysis.