# US 8,772,545 B2 · Rinsable dyes and methods for their preparation

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 8,772,545 B2
- Document ID: US8772545B2
- Status: Granted
- Kind: B2
- Application number: 13/558,852
- Filed: 2012-07-26
- Published: 2012-11-15
- Granted: 2014-07-08
- Earliest claimed: 2010-07-02
- Assignees: Spectra Colors Corp.
- Applicants: Mark Berenfeld; Sal Harfouch; Peter Caputo
- Inventors: Mark Berenfeld; Sal Harfouch; Peter Caputo
- Web page: https://patentgrep.com/patent/US8772545B2

## CPC

- C09B 69/00: Dyes not provided for by a single group of this subclass
- C09B 56/00: Azo dyes containing other chromophoric systems
- D06P 5/138: {fugitive dyeing}
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- D06P: DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM

## Abstract

Rinsable dyes with improved fugitivity are formulated by attaching dyestuff compounds with amine-capped sulfonic solubilizing groups to commercially available ethoxylated aniline, so that the surfactant effect of the ethoxylated aniline counteracts the substantivity of the dyestuff compound, while the neutralization of the sulfonic solubilizing groups reduces substantivity.

## Claims

### Claim 1

A method of preparing a rinsable dye, comprising the following steps:
(a) providing an organic sulfonic acid, comprising sulfonic acid molecules which each contain one or more sulfonic groups and an aryl-aldehyde functional group;
(b) providing a polyalkyleneoxylated tertiary aryl amine, comprising polyalkyleneoxylated tertiary aryl amine molecules;
(c) reacting the polyalkyleneoxylated tertiary aryl amine with the organic sulfonic acid so as to attach two of the polyalkyleneoxylated tertiary aryl amine molecules to each of the sulfonic acid molecules, thereby forming triarylmethane molecules;
(d) oxidizing the triarylmethane molecules so that one or more of the sulfonic groups become sulfonic ions (SO3−); and
(e) capping the sulfonic ions in the triarylmethane molecules with an amine or amine salt group.

### Claim 2 (depends on 1)

The method according to claim 1, wherein the polyalkyleneoxylated tertiary aryl amine is polyethyleneoxylated aniline.

### Claim 3 (depends on 2)

The method according to claim 2, wherein the organic sulfonic acid is formylbenzene disulfonic acid.