# US 5,702,850 A · Thermosensitive reversible color-developing and disappearing agent

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

- Number: US 5,702,850 A
- Document ID: US5702850A
- Status: Granted
- Kind: A
- Application number: 08/527,810
- Filed: 1995-09-13
- Granted: 1997-12-30
- Earliest claimed: 1994-09-14
- Assignees: New Oji Paper Co., Ltd.
- Inventors: Makoto Nishioka; Kazuo Yamane; Masaki Nishimura; Yoshiyuki Takahashi
- Web page: https://patentgrep.com/patent/US5702850A

## CPC

- C07C 335/42: Sulfonylthioureas; Sulfonylisothioureas
- B41M 5/305: {with reversible electron-donor electron-acceptor compositions}
- B41M 5/3333: {Non-macromolecular compounds}
- C07C 311/60: having nitrogen atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
- C07C 333/06: having nitrogen atoms of thiocarbamic groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C 333/08: having nitrogen atoms of thiocarbamic groups bound to carbon atoms of six-membered aromatic rings
- C07C 335/20: being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- B41M 5/3375: {Non-macromolecular compounds}
- Y10S 430/165: Thermal imaging composition
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B41M: PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING, (correction of typographical errors B41J; processes for applying transfer pictures or the like B44C1/16; fluid media for correction of typographical errors by coating C09D10/00; printing textiles D06P)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

A thermosensitive reversible color-developing and disappearing agent includes an aromatic compound having at least one group of the formula, --SO.sub.2 NHCXNH--, wherein X.dbd.O or S atom, and at least one straight chain alkyl group with 11 or more carbon atoms, and is reactive with a dye precursor in a thermosensitive recording material to thereby record colored images on the recording material upon heating imagewise, and make the colored images disappear upon heating to a temperature lower than the colored image-forming temperature.

## Claims

### Claim 1

A thermosensitive reversible color-developing and disappearing agent for a colored image-recording material, comprising at least one color-developing aromatic compound reactive with a substantially colorless dye precursor of the recording material to thereby develop color upon healing and make the color disappear upon heating to a temperature lower than the color-developing temperature, the color-developing aromatic compound having the formula (II): ##STR12## wherein X represents a member selected from the class consisting of oxygen and sulfur atom, Y represents a member selected from the class consisting of unsubstituted aromatic cyclic groups, and substituted aromatic cyclic groups with at least one substituent selected from the class consisting of lower alkyl groups and lower alkoxy groups; Z represents a member selected from the class consisting of the groups of the formulae: ##STR13## wherein n represents an integer of 11 or more.

### Claim 2 (depends on 1)

The thermosensitive reversible color-developing and disappearing agent as claimed in claim 1, wherein in the formula (II), Y represents a member selected from the class consisting of the groups of the formulae: ##STR14##

### Claim 3 (depends on 1)

The thermosensitive reversible color-developing and disappearing agent as claimed in claim 1, wherein the color developing aromatic compound is selected from the class consisting of the compounds of the formulae: ##STR15## wherein n represents an integer of 11 or more.

### Claim 4 (depends on 1)

The thermosensitive reversible color-developing and disappearing agent as claimed in claim 1, wherein the color-developing aromatic compound is selected from N-(p-toluenesulfonyl)-N'-4'-(n-alkanoylamino)phenyl!ureas of the formula (VI): ##STR16## wherein n represents an integer of 11 or more.

### Claim 5 (depends on 4)

The thermosensitive reversible color-developing and disappearing agent as claimed in claim 4, wherein the compounds of the formula (VI) are selected from the class consisting of:
N-(p-toluenesulfonyl)-N'-4'-(n-octadecanoylamino)phenyl!urea,
N-(p-toluenesulfonyl)-N'-4'-(n-eicosanoylamino)phenyl!urea, and
N-(p-toluenesulfonyl)-N'-4'-(n-docosanoylamino)phenyl!urea.

### Claim 6

A thermosensitive reversible colored image-recording and disappearing material comprising a substrate sheet and a thermosensitive colored image forming layer formed on the substrate sheet and comprising a substantially colorless dye precursor and a reversible color developing and disappearing agent reactive with the dye precursor to thereby develop color upon heating and disappear the color upon heating at a temperature lower than the color-developing temperature, and a binder,
the color developing agent comprising at least one color-developing aromatic compound being selected from the class consisting of the compounds of the formula (II): ##STR17## wherein X represents a member selected from the class consisting of oxygen and sulfur atoms, Y represents a member selected from the class consisting of unsubstituted aromatic cyclic group, and substituted aromatic cyclic groups with at least one substituent selected from the class consisting of lower alkyl groups and lower alkoxy groups; Z represents a member selected from the class consisting of the groups of the formulae: ##STR18## wherein n represents an integer of 11 or more.

### Claim 7 (depends on 6)

A method of reversible recording and making disappear colored images on the thermosensitive reversible colored image-recording and disappearing material as claimed in claim 6, comprising the repeated steps of: heating image-wise the thermosensitive colored image-forming layer to record colored images on the colored image-forming layer; and after the recorded colored images become unnecessary, reheating the colored image-recorded layer to a temperature lower than the colored image-forming temperature and sufficient to make the colored images disappear.
