Ionic polyesters for electrically photosensitive composite particles, materials, elements and photoelectrophotoretic imaging methods

Claim 2

A photoelectrophoretic image recording method comprising the steps of: (a) subjecting an imaging element comprising a layer of an electrically photosensitive material to an electrical field; and (b) exposing said element to an image pattern of electromagnetic radiation to which said layer is photosensitive to form a record of the image pattern of electromagnetic radiation in said layer; wherein, said layer contains composite electrically photosensitive particles comprising a colorant and an ionic polyester comprising, as an integral part of the polymer backbone, repeating units from diol derived and diacid derived components, of which: a diacid derived component contains a moiety selected from the group consisting of an alkali metal or ammonium sulfoarylene, -sulfoaryloxyarylene, -sulfocycloalkylene, -iminodisulfonylarylene, -iminobis(sulfonylarylene) and sulfoaralkylarylene, and a diol or diacid derived component contains a moiety selected from the group consisting of bis(N-alkyl-N-alkyleneaminoaryl)arylalkane; bis(N-alkyl-N-alkyleneaminoaryl)diarylalkane; bis(N-alkyl-N-alkyleneaminoaryl)isoalkane; bis(N-alkyl-N-alkyleneaminoaryl)cycloalkane; dialkyleneaminotetraarylalkane; bis(alkylenearyl)arylamine and alkylenetriarylamine.

Claim 3

A method as in claim 1 wherein the ionic polyester has the structure: ##STR42## wherein: v is about 20 to about 100 mole percent of the diol component, except when R or Ar is a group defined for G 1 , v may be zero; w is about 0 to 80 mole percent of the diol component; x is about 85 to about 99 mole percent of the diacid component; y is about 1 to about 15 mole percent of the diacid component; G 1 is: ##STR43## wherein: R 1 is alkyl, aralkyl or aryl; R 2 is alkylene or arylalkylene; X and X 1 , which are the same or different, are hydrogen, alkyl, alkoxy, hydroxyl, cyano, NO 2 or halogen; Y and Y 1 , which are the same or different, are hydrogen, alkyl, alkoxy, hydroxyl, cyano, halogen or NO 2 ; R 3 is alkylene, arylalkylene, diarylalkylene, isoalkylene and cycloalkylidene, which can be substituted with hydrogen, alkoxy, hydroxyl, halogen, alkyl, dialkylamino, cycloalkyl, cycloalkenyl, alkyl and aryl; ##STR44## wherein: R 2 is as defined for Formula II; Z is arylene; and Z 1 , Z 2 and Z 3 , which are the same or different, are aryl; ##STR45## wherein: R 4 is alkylene, alkyleneoxy or alkylenecarbonyl and R 5 is hydrogen, alkyl or alkoxy; or ##STR46## R 6 is alkylene and R 7 is hydrogen, alkyl, alkaryl, aralkyl or alkoxy; G 2 and G 3 , which are always different, are oxybis(alkylene), cycloalkylenedialkylene, cycloalkylenedioxyalkylene, arylaminedialkylene, arylene, piperazinylenedialkylene, cycloalkylene or a straight- or branched-chain alkylene; R and Ar, which are always different; are a component selected from the group consisting of alkylene, cycloalkylene and arylene, or a component having a structure defined for G 1 above; and A is an alkali metal or ammonium sulfoarylene, -sulfoaryloxyarylene, -sulfocycloalkylene, -iminodisulfonylarylene, -iminobis(sulfonylarylene) or -sulfoaralkylarylene.

Claim 4

A method as in claim 1 wherein the ionic polyester has the structure: ##STR47## wherein: v is about 20 to about 100 mole percent of the diol component, except when R is a group defined for G 1 , v is zero; w is about 0 to about 80 mole percent of the diol component; x is about 85 to about 99 mole percent of the acid component; y is about 1 to about 15 mole percent of the acid component; G 1 is: ##STR48## wherein: R 1 is alkyl; R 2 is alkylene; X, X 1 , Y and Y 1 are hydrogen or alkyl; R 3 is phenylmethylene, diphenylmethylene, phenylethylidene, cyclohexylidene and isobutylidene; ##STR49## wherein: R 2 is as defined for R 2 in Formula VII; or (c) 4,4'-dialkylenetriarylamine; and (d) diphenylaminoarylethylene; G 2 and G 3 , which are always different, are oxybis(alkylene), cycloalkylenedialkylene, cycloalkylenedioxyalkylene, arylaminedialkylene, arylene, piperazinylenedialkylene, cycloalkylene or a straight- or branched-chain alkylene; R and Ar, which are always different; are a component selected from the group consisting of alkylene, cycloalkylene and arylene, and A is an alkali metal or ammonium sulfophenylene, -sulfophenoxyphenylene, -sulfocyclohexylene, -5-[N-(4-tolylsulfonyl)iminosulfonyl]-1,3-phenylene or -iminobis(sulfonyl-1,3-phenylene).

Claim 5

A method as in claim 1 wherein the ionic polyester is selected from the group consisting of poly[4,4'-bis(N-ethyl-N-ethyleneamino)-2,2'-dimethyltriphenylmethane-co-tetramethylene terephthalate-co-5-sodiosulfoisophthalate]; poly[4,4'-bis(N-ethyl-N-ethyleneamino)-2,2'-dimetyltriphenylmethane-co-tetramethylene terephthalate-co-5-(4-tolylsulfonylpotassioiminosulfonyl)isophthalate]; poly[4,4'-bis(N-ethyl-N-ethyleneamino)-2,2'-dimethyltriphenylmethane-co-isopentylene terephthalate-co-3,3'-sodioiminobis(sulfonylbenzoate)]; poly[4,4'-bis(N-ethyl-N-ethyleneamino)-2,2'-dimethyltriphenylmethane-co-tetramethylene-1,4-cyclohexanedicarboxylate-co-3,3'-sodioiminobis(sulfonylbenzoate)]; poly-[4,4'-bis(N-ethyl-N-ethyleneamino)-2,2'-dimethyltriphenylmethane-co-N,N-diethyleneaniline terephthalate-co-3,3'-sodioiminobis(sulfonylbenzoate)]; poly-[1,1-bis(4-[N-ethyl-N-ethyleneamino]phenyl)cyclohexylidene terephthalate-co-3,3'-sodioiminobis(sulfonylbenzoate)]; poly[1,1-bis(4-[N-ethyl-N-ethyleneamino]-2-methylphenyl)-2-phenylethane-co-tetramethylene terephthalate-co-3,3'-sodioiminobis(sulfonylbenzoate)]; poly[tetramethylene-N,N-bis(4-hydrocinnamate)-4-toluidine-co-3,3'-sodioiminobis(sulonylbenzoate)]; and poly[4,4'-bis(N-ethyl-N-ethyleneamino)tetraphenylmethane-co-3,3'-sodioiminobis(sulfonylbenzoate)].