Xerox Corporation

Tektronix, Inc.

Agfa Gevaert Nv

C Wayne Jaeger

Donald R Titterington

Jeffrey H Banning

Loc V Bui

Jeffery H Banning

Clifford Riley King

Wolfgang G Wedler

Stephen Michael Kroon

Bo Wu

Linda M Hirschy

James Daniel Mayo

Rina Carlini

James McConnell Duff

James D Rise

Hue Phuoc Le

Jon C Mutton

Steven V Korol

Jule William Thomas, Jr

Bernard Allen Apple

Audrey Ann Lester

Curtis F Sheley

Kevin A Draz

Susan Schoening-Federici

Disclosed is a phase change ink composition comprising a phase change ink carrier and a colorant compound of the formula wherein Y is a hydrogen atom or a bromine atom, n is an integer of 0, 1, 2, 3, or 4, Ris an alkylene group, an arylene group, an arylalkylene group, or an alkylarylene group, provided that no oxygen atom creates a linkage, X is &#x2014;O&#x2014; or &#x2014;NR&#x2014; wherein Ris a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and Ris a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group.

Phase change inks

Compounds of the formula wherein R, R, R, R, R, R, R, m, n, p, and G are as defined herein.

Colorant compounds

Disclosed is a colorant compound of the formula wherein Y is a hydrogen atom or a bromine atom, n is an integer of 0, 1, 2, 3, or 4, Ris an alkylene group, an arylene group, an arylalkylene group, or an alkylarylene group, provided that no oxygen atom creates a linkage, X is &#x2014;O&#x2014; or &#x2014;NR&#x2014; wherein Ris a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and Ris a hydrogen atom, an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group.

A process for preparing a colorant of the formula which comprises preparing a first reaction mixture by admixing leucoquinizarin and, optionally, quinizarin, an aminobenzene substituted with an alcohol group of the formula &#x2014;R&#x2014;OH, boric acid, and an optional solvent, and heating the first reaction mixture to prepare an alcohol-substituted colorant of the formula followed by converting the colorant thus prepared to either an ester-substituted colorant by reaction with an esterification compound which is either an anhydride of the formula or an acid of the formula RCOOH in the presence of an optional esterification catalyst, or a urethane-substituted colorant by reaction with an isocyanate compound of the formulaR&#x2014;N&#x2550;C&#x2550;C&#x2550;O,and brominating the colorant thus prepared, wherein either conversion to ester or urethane can be performed before bromination or bromination can be performed before conversion to ester or urethane.

Methods of making colorant compounds

Disclosed is a phase change ink composition comprising a phase change ink carrier and a colorant compound of the formula or mixtures thereof, wherein R, R, R, M, A, E, G, J, m, n, and p are as defined herein.

Disclosed are colorant compounds of the formulae wherein R, R, R, M, A, E, G, J, m, n, and p are as defined herein.

Phase change inks comprising a phase change ink carrier and a colorant compound of the formula wherein R, R, R, R, R, m, n, and p are as defined herein, Ris a direct bond, an alkylene group, an arylene group, an arylalkylene group, or an alkylarylene group, Ris an alkylene group, an arylene group, an arylalkylene group, or an alkylarylene group, G is a hydroxy group, a carboxylic acid group, an alkyl group having at least about 8 carbon atoms, an aryl group, an arylalkyl group having at least about 14 carbon atoms, an alkylaryl group having at least about 14 carbon atoms, a group of the formula a group of the formula a group of the formula or a group of the formula X is &#x2014;O&#x2014; or &#x2014;NR&#x2014;, and R, R, and Rare as defined herein.

A process for preparing a colorant of the formula which comprises preparing a first reaction mixture by admixing leucoquinizarin and, optionally, quinizarin, an aminobenzene substituted with an alcohol group of the formula &#x2014;R&#x2014;OH, boric acid, and an optional solvent, and heating the first reaction mixture to prepare an alcohol-substituted colorant of the formula followed by converting the colorant thus prepared to either an ester-substituted colorant by reaction with an esterification compound which is either an anhydride of the formula or an acid of the formula RCOOH in the presence of an optional esterification catalyst or a urethane-substituted colorant by reaction with an isocyanate compound of the formulaR&#x2014;N&#x2550;C&#x2550;Oand brominating the colorant thus prepared, wherein either conversion to ester or urethane can be performed before bromination or bromination can be performed before conversion to ester or urethane.

Methods for making colorant compounds

Disclosed are compounds of the formulawherein Y is a hydrogen atom or a bromine atom, n is an integer of 0, 1, 2, 3, or 4, Ris an alkylene group or an arylalkylene group, and X is (a) a hydrogen atom, (b) a group of the formulawherein Ris an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, (c) an alkyleneoxy, aryleneoxy, arylalkyleneoxy, or alkylaryleneoxy group, or (d) a group of the formulawherein Ris an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group.

Disclosed is a phase change ink composition comprising (a) a colorant and (b) a carrier comprising a polyamide, wherein the polyamide component of the carrier contains at least about 10 percent by weight of a branched triamide.

Growing community of inventors

Beaverton, OR, United States of America

C Wayne Jaeger