Thermochromic pigment compositions

Patent metadata

Field	Value
Publication number	US-12202994-B2
Application number	US-201816608321-A
Country	US
Kind code	B2
Filing date	Apr 24, 2018
Priority date	Apr 27, 2017
Publication date	Jan 21, 2025
Grant date	Jan 21, 2025

Abstract

A thermochromic pigment composition including: (A) at least one electron-donor organic dye compound, (B) at least one electron-acceptor compound, and (C) at least one compound responding to the following formula (I), in which: R1 is H or a phenyl group, —R2 is H or a phenyl group, and -n=1-8. The thermochromic pigment composition includes thermochromic pigment microcapsules ink compositions including such thermochromic pigment microcapsules, and writing instruments including such ink compositions.

First claim

The invention claimed is:

1. A thermochromic pigment composition comprising:
(A) at least one electron-donor organic dye compound,
(B) at least one electron-acceptor compound, and
(C) at least one compound responding to the following formula (I):

wherein:
R 1 represents H or a phenyl group,
R 2 represents H or a phenyl group, and
n=1-8.

2. The thermochromic pigment composition according to claim 1 , wherein the compound (C) responds to the following formula (I a ):

wherein n=1-8.

3. The thermochromic pigment composition according to claim 1 , wherein the compound (C) responds to the following formula (I b ):

wherein n=1-8.

4. The thermochromic pigment composition according to claim 1 , wherein compound (A) is selected from the group consisting of 3-(4-diethylamino-2-ethoxyphenyl)-3-(1-ethyl-2-methylindol-3-yl)-4-azaphthalide (Blue 63, CAS no.: 69898-40-4), 2′-(dibenzylamino)-6′-(diethylamino)fluorane (CAS no.: 34372-72-0), N,N-dimethyl-4-[2-[2-(octyloxy) phenyl]-6-phenyl-4-pyridinyl]benzenamine (Yellow CK37, CAS no.: 144190-25-0), 7-(4-diethylamino-2-hexyloxyphenyl)-7-(1-ethyl-2-methyl-1H-indol-3-yl)-7H-furo[3,4-b]pyridine-5-one (Blue 203, CAS no.: 98660-18-5), 2-(2,4-dimethylphenylamino)-3-methyl-6-diethylaminofluoran (Black 15, CAS no.:36431-22-8) and 3,3,-bis-(1-butyl-2-methyl-indol-3-yl)-3H-isobenzofuran-1-one (Red 40, CAS no.:50292-91-6).

5. The thermochromic pigment composition according to claim 1 , wherein the compound (B) is selected from the group consisting of 2,2-bis(4-hydroxy-3-methylphenyl)propane (Bisphenol C, CAS no.: 79-97-0), 4-hexyl-1,3-dihydroxybenzene (4-hexylresorcinol, CAS no.: 136-77-6), 4,4′-cyclohexylidenebisphenol (BPZ, CAS no.: 843-55-0), 4,4′-(hexafluoroisopropylidene)diphenol (Bisphenol AF, CAS no.: 1478-61-1), 4,4′-(1-phenylethylidene)bisphenol (CAS no.: 1571-75-1), 2,2′-dihydroxybiphenyl (CAS no.: 1806-29-7), 4,4′-(1,4-phenylenediisopropylidene) bisphenol (CAS no.: 2167-51-3), 1,1-bis(4-hydroxy-3-methylphenyl) cyclohexane (CAS no.: 2362-14-3), 9,9-bis(4-hydroxyphenyl)fluorine (CAS no.:3236-71-3), 4,4′-(1,3-phenylenediisopropylidene)bisphenol (CAS no.: 13595-25-0), 1,1,1-tris (4-hydroxyphenyl)ethane (CAS no.: 27955-94-8), 4,4′-(2-ethylhexylidene)diphenol (CAS no.: 74462-02-5), and α,α, α′-tris (4-hydroxyphenyl)-1-ethyl-4-isopropylbenzene (CAS no.: 110726-28-8).

6. A thermochromic pigment microcapsule comprising a composition according to claim 1 .

7. An ink composition comprising thermochromic pigment microcapsules according to claim 6 .

8. A writing instrument comprising an ink composition according to claim 7 .

9. The writing instrument according to claim 8 chosen from among friction-erasable ink pens.

Assignees

• SOCIéTé BIC

Inventors

• Debrauwer Christelle
• Damiano Anne-Lise
• Bourque Alexander
• Foulonneau Francois
• Chollet Guillaume

Classifications

• B41M5/305

  with reversible electron-donor electron-acceptor compositions · CPC title

• B41M5/3375

  Non-macromolecular compounds · CPC title

• B41M5/3335

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

• B41M5/3275

  Fluoran compounds · CPC title

• C09D11/17

  characterised by colouring agents · CPC title