Developer for thermally responsive record materials

Patent metadata

Field	Value
Publication number	US-9475328-B2
Application number	US-201314418014-A
Country	US
Kind code	B2
Filing date	Mar 15, 2013
Priority date	Aug 9, 2012
Publication date	Oct 25, 2016
Grant date	Oct 25, 2016

Abstract

A thermally responsive composition includes a dye and a developer that is free of polyhydric phenols having estrogenic agonist activity greater than or equal to that of bisphenol S. The thermally responsive composition can be used to make BPA-free thermally responsive record materials.

First claim

What is claimed is:

1. A thermally responsive composition comprising a dye and a developer dispersed in a liquid carrier, the developer comprising:
(i) a polyhydric phenol having two aryl or heteroaryl groups joined through a methylene group and in which each aryl or heteroaryl group includes a hydroxyl group attached to the ring and substituent groups attached to the ring at each ortho position relative to the hydroxyl group; and
wherein the composition is substantially free of diphenols having estrogenic activity greater than or equal to that of bisphenol S.

2. The thermally responsive composition of claim 1 , wherein each aryl or heteroaryl group includes two methyl substituent groups attached to the ring at ortho positions relative to the hydroxyl group.

3. The thermally responsive composition of claim 1 , wherein the polyhydric phenol has Formula (I):

wherein:
H denotes a hydrogen atom, if present;
each R 1 is independently an atom or substituent group having an atomic weight of at least 15 Daltons and R 1 substituent groups are attached to the phenylene ring at each ortho position relative to the hydroxyl group;
v is independently 1 to 4;
w is 4;
R 2 , is a divalent methylene group;
n is 1;
t is 1; and

the composition is substantially free of polyhydric phenols having estrogenic agonist activity greater than or equal to that of bisphenol S.

4. The thermally responsive composition of claim 3 , wherein each of the phenylene groups depicted in Formula (I) includes at least one R 1 methyl group attached to the phenylene ring at an ortho position relative to the hydroxyl group.

5. The thermally responsive composition of claim 4 , wherein R 1 methyl groups are attached to the phenylene ring at both ortho positions relative to the hydroxyl group.

6. The thermally responsive composition of claim 3 , wherein an R 1 group independently comprises an ethyl group.

7. The thermally responsive composition of claim 3 , wherein each R 1 group is free of halogen atoms.

8. The thermally responsive composition of claim 3 wherein:
the hydroxyl group of each phenylene group depicted in Formula (I) is located at a para position relative to R 2 .

9. The thermally responsive composition of claim 3 wherein:
the R 1 groups include 1 to 4 carbon atoms.

10. The thermally responsive composition of claim 3 wherein:
the R 1 groups comprise linear butyl, isobutyl or tert-butyl groups.

11. The thermally responsive composition of claim 3 , wherein the polyhydric phenol of Formula (I) is 4,4′-methylenebis(2,6-di-t-butylphenol), 4,4′-methylenebis(2,6-dimethylphenol), or a derivative or combination thereof.

12. The thermally responsive composition of claim 1 , wherein the dye is a black, blue or red dye.

13. A thermally responsive record material, comprising:
a substrate; and
a thermally responsive composition of claim 1 disposed on at least a portion of the substrate.

14. The thermally responsive composition of claim 1 , wherein the developer is a polyhydric phenol or derivative thereof that exhibits a log Relative Proliferative Effect value in an MCF-7 cell proliferation assay less than that of bisphenol S.

15. A method for making a thermal responsive record material comprising:
(a) providing a substrate;
(b) applying a thermally responsive composition onto the substrate;
wherein the thermally responsive composition comprises:
a dye and a developer dispersed in a liquid carrier, the developer comprising a polyhydric phenol shown in Formula (I):

wherein:
H denotes a hydrogen atom, if present;
each R 1 is independently an atom or group having an atomic weight of at least 15 Daltons attached to the phenylene ring at each ortho position relative to the hydroxyl group;
v is independently 1 to 4;
w is 4;
R 2 is a divalent methylene group;
n is 1;
t is 1; and

the thermally responsive record material is substantially free of polyhydric phenols having estrogenic agonist activity greater than or equal to that of bisphenol S.

16. The method of claim 15 , wherein the substrate is paper.

17. The method of claim 15 , wherein the record material comprises a cash register receipt, credit card receipt, flyer, magazine, ticket, mailing envelope, newspaper, airplane boarding pass, luggage tag, baggage destination tag, bus ticket, train ticket or lottery ticket.

Assignees

• Valspar Sourcing Inc

Inventors

• Niederst Jeffrey
• Evans Richard H
• O'Brien Robert M
• Romagnoli Kevin
• Killilea T Howard
• Von Maier Mark S
• Deng Lan

Classifications

• B41M5/3335 Primary

  Compounds containing phenolic or carboxylic acid groups or metal salts thereof · CPC title

• B41M2205/24

  Reactive compound reacting in image receiving layer other than leuco dyes or mordants · CPC title

• G03G9/122 Primary

  characterised by the colouring agents · CPC title

• B41M2205/04

  Direct thermal recording [DTR] · CPC title

• G03G9/132

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title