Thermoplastic polymer composition containing dye compositions

A process for preparing a polymeric composition, the process comprising the steps of:

• combining a thermoplastic resin in an amount between about 50 weight percent and about 99.9 weight percent and a dye composition in an amount between about 0.1 weight percent and about 50 weight percent to form a mixture;
• wherein the dye composition comprises a compound having the general formula:
• wherein R represents hydrogen or at least one group independently selected from C1-C8 alkyl, C1-C8 alkoxy, halogen, hydroxy, trifluoromethyl, aryloxy, arylthio, arylamino, C1-C8 carbalkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alky, —SO2N(R1)R2, and —CON(R1)R2, wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen;
• and
• melt blending the mixture to form a polymeric composition.

A polymeric composition comprising the reaction products of:

• a) one or more diacid components or their ester forming derivatives;
• b) one or more diol components;
• and
• c) a dye composition having the general formula:
• wherein R represents at least one group independently selected from C1-C8 alkyl, C1-C8 alkoxy, halogen, hydroxy, trifluoromethyl, aryloxy, arylthio, arylamino, C1-C8 carbalkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alkyl, —SO2N(R1)R2, and —CON(R1)R2, wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen to form a mixture;
• wherein at least one of said R groups contains a free hydroxy, carboxy, carbalkoxy or alkanoyloxy functionality, and the total carboxy, carbalkoxy or carboxy and carbalkoxy equivalents is balanced by an equal number of hydroxy, alkanoyloxy or hydroxy and alkanoloxy equivalents.

A process for preparing a polymeric composition, the process comprising the steps of:

• reacting
• a) one or more diacid components or their ester forming derivatives;
• b) one or more diol components;
• and
• c) a dye composition having the general formula:
• wherein R represents at least one group independently selected from C1-8 alkyl, C1-C8 alkoxy, halogen, hydroxy, trifluoromethyl, aryloxy, arylthio, arylamino, C1-C8 carbalkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alkyl, —SO2N(R1)R2, and —CON(R1)R2, wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen to form a mixture;
• wherein at least one of said R groups contains a free hydroxy, carboxy, carbalkoxy or alkanoyloxy functionality, and the total carboxy, carbalkoxy or carboxy and carbalkoxy equivalents is balanced by an equal number of hydroxy, alkanoyloxy or hydroxy and alkanoloxy equivalents;
• and
• polymerizing the mixture to give a polymeric composition.

A process for preparing a thermoplastic fiber having a denier less than about 4, the process comprising the steps of:

• combining a thermoplastic resin in an amount between about 50 weight percent and about 99.9 weight percent and a dye composition in an amount between about 0.1 weight percent and about 50 weight percent to form a mixture;
• wherein the dye composition comprises a compound having the general formula:
• wherein R represents hydrogen or at least one group independently selected from C1-C8 allkyl, C1-C8 alkoxy, halogen, hydroxy, trriluoromethyl, aryloxy, arylthio, arylamino, C1-C8 carbalkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alkyl, —SO2N(R1)R2, and CON(R1)R2, wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen;
• melt blending the mixture to form a black polymeric composition;
• forming the polymeric composition into a fiber having a denier no greater than about 4 denier.

A process for preparing a dye composition comprising:

• reacting 1-amino-2,4dibromo-9,10-anthraquinone and an aromatic amine having the general formula:
• to form a 1-amino-2-bromo-4arylamino-9,10-antbraquinones having the general formula:
• wherin R represents hydrogen or at least one group independently selected from C1-C8 alkyl, C3-C8 alkoxy, halogen, hydroxy, trifluoromethyl, aryloxy, arylthio, arylamino, C1-C8 and alkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alkyl, SO2N (R1)R2, and —CON(R1)R2, wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen;
• and
• coupling the 1-amino-2-bromo-4arylamino-9,10-anthraquinones in an alkylbenzoate solvent in the presence of a copper catalyst to form a dye composition.

An article prepared from a process comprising the steps of:

• providing a polymeric composition comprising a first thermoplastic resin in an amount between about 50 weight percent and about 95 weight percent, and a dye composition in an amount between about 5 weight percent and about 50 weight percent;
• wherein the dye composition comprises a compound having the general formula:
• wherein R represents hydrogen or at least one group independently selected from C1-C8 alkyl, C1-C8 alkoxy, halogen, hydroxy, trifluoromethyl, aryloxy, arylthio, arylamino, C1-C8 carbalkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alkyl, —SO2N(R1)R2, and —CON(R1)R2, wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen;
• melt blending the polymeric composition and a second thermoplastic resin to form a mixture, wherein the first and the second thermoplastic resin are the same or different;
• and
• forming the mixture into an article.

An article prepared from the process comprising the steps of:

• reacting
• a) one or more diacid components or their ester forming derivatives;
• b) one or more diol components;
• and
• c) a dye composition having the general formula:
• wherein R represents at least one group independently selected from C1-C8 alkyl, C1-C8 alkoxy, halogen, hydroxy, trifluoromethyl, aryloxy, arylthio, arylamino, C1-C8 carbalkoxy, —CO2H, C1-C8 alkanoyloxy, arylazo, —CN, —NO2, —SO2-C1-C8 alkyl, —SO2N(R1 )R2 and —CON(R1 )R2 wherein R1 and R2 are independently selected from C1-C8 alkyl, C3-C8 cycloalkyl, aryl and hydrogen to form a mixture;
• wherein at least one of said R groups contains a free hydroxy, carboxy, carbalkoxy or alkanoyloxy functionality, and the total carboxy, carbalkoxy or carboxy and carbalkoxy equivalents is balanced by an equal number of hydroxy, alkanoyloxy or hydroxy and alkanoloxy equivalents;
• polymerizing the mixture to give a polymeric composition wherein the black dye composition is present in an amount between about 25 weight percent and about 30 weight percent;
• combining the polymeric composition with a thermoplastic resin to form a mixture;
• melt blending the mixture;
• and
• forming the melt blended mixture, into an article.