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Colored electroscopic toners containing quenched esterified rhodamine dyes
| Details |
Inventors: Gruenbaum, William T.; Harmon, Julie P.; Roberts, Luther C.;
Assignee: Eastman Kodak Company (Rochester, NY)
Primary Examiner: Martin; Roland E.
Assistant Examiner:
Attorney, Agent or Firm: Wiese; Bernard D.
A colored, transparent electroscopic toner is provided comprising: (a) a polymeric binder, (b) a rhodamine dye having a non-lactonizing ester-containing phenyl group in the 9-position, and (c) a quencher dye. |
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DETAILED DESCRIPTION OF THE INVENTION In accordance with the present invention, there is provided a colored electroscopic toner comprising: (1) a polymeric binder, (2) a rhodamine dye having a non-lactonizing ester-containing phenyl group in the 9-position, and (3) a quencher dye. Typically the esterified rhodamine dye has the structure: ##STR2## where each of R. sup. 1, R. sup. 2, R. sup. 3, R. sup. 4, R. sup. 5 and R. sup. 6 is H or an alkyl group, n is from 1 to 18 and X. sup. - is an anion. A phenyl group is substituted at the 9-position of the substituted xanthene nucleus of the rhodamine dye. The phenyl group contains a non-lactonizing ester group, typically substituted at the ortho position. In one embodiment of the present invention, the non-lactonizing ester group is an ester of a monocarboxylic acid, often containing up to 19 carbon atoms. Typically, it is an ester of a lower monocarboxylic acid containing 1-8 carbon atoms, e. g. , methoxycarbonyl, ethoxycarbonyl or propoxycarbonyl. The concentration of rhodamine dye used in practicing this invention is subject to wide variation. A typical concentration is about 1 to 10, often 2 to 5 weight percent, based on polymeric binder in the toner. One advantage of the ionic esterified rhodamine dyes over zwitterionic rhodamine free bases, i. e. , rhodamines which form neutral internal-salts, resides in the flexibility attained from the ability to select an anion (X. sup. -). The anion can be selected from a wide variety of anions, including trifluoromethanesulfonate (CF. sub. 3 SO. sub. 3. sup. -), naphthalene disulfonate (C. sub. 10 H. sub. 8 (SO. sub. 3). sub. 2. sup. =), para-toluenesulfonate (H. sub. 3 C--C. sub. 6 H. sub. 5 --SO. sub. 3. sup. -), hexafluorophosphate (PF. sub. 6. sup. -), perchlorate (ClO. sub. 4. sup. -), meta-nitrobenzenesulfonate (O. sub. 2 N--C. sub. 6 H. sub. 5 --SO. sub. 3. sup. -) and meta-aminobenzenesulfonate (H. sub. 2 N--C. sub. 6 H. sub. 5 --SO. sub. 3. sup. -). Fluorescence-quenching dyes useful in the practice of the present invention absorb radiation at the same wavelengths as the radiation that is emitted by the rhodamine dye used in the toner
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