IP Library › Granted Patent US 11,384,247
Granted Patent B2
US 11,384,247 · App. 16/489,098 · Granted Jul 12, 2022

Thermochromic color-memory composition and thermochromic color-memory microcapsule pigment encapsulating the same

Inventors: Yoshiaki Ono (Aichi-ken, JP); Masayuki Mita (Aichi-ken, JP)
Assignee: KABUSHIKI KAISHA PILOT CORPORATION
C09B67/0097B41M5/305B43K7/005C09D11/17C09D11/50C09K9/02
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Quick Facts
Patent No.
US 11,384,247
App. No.
16/489,098
Granted
Jul 12, 2022
Kind
B2
Abstract

The present invention provides a thermochromic color-memory composition including (a) an electron-donating color-developing organic compound, (b) an electron-accepting compound, and (c) an ester compound represented by the following formula (1) or (2), as a reaction medium which controls color reaction of the component (a) and the component (b); and a thermochromic color-memory microcapsule pigment encapsulating the thermochromic color-memory composition.

Claims (17)

1. A thermochromic color-memory microcapsule pigment encapsulating a thermochromic color-memory composition comprising:

(a) an electron-donating color-developing organic compound;

(b) an electron-accepting compound; and

(c) an ester compound represented by the following formula (1) or (2), as a reaction medium which controls color reaction of the component (a) and the component (b):

wherein each R 1 independently represents a cycloalkyl group having 3 to 8 carbon atoms or a cycloalkylalkyl group having 4 to 9 carbon atoms, and each n1 independently represents an integer of 1 to 3; and

wherein R 2 represents an alkyl group having 3 to 17 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, or a cycloalkylalkyl group having 5 to 8 carbon atoms, X represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a methoxy group, an ethoxy group, or a halogen atom, and n2 represents an integer of 1 to 3.

2. An ink composition comprising the thermochromic color-memory microcapsule pigment according to claim 1 , and a vehicle.

3. The ink composition according to claim 2 , comprising the thermochromic color-memory microcapsule pigment in an amount of 5 to 40% by mass with respect to the total mass of the ink composition.

4. A writing instrument comprising: an axial barrel which stores the ink composition according to claim 2 ; and a pen body which delivers the ink composition stored in the axial barrel.

5. The writing instrument according to claim 4 , further comprising a friction member.

6. The thermochromic color-memory microcapsule pigment according to claim 1 , wherein in the ester compound represented by the formula (1), each R 1 independently represents a cycloalkyl group having 5 to 7 carbon atoms or a cycloalkylalkyl group having 5 to 8 carbon atoms.

7. The thermochromic color-memory microcapsule pigment according to claim 1 , wherein in the ester compound represented by the formula (1), each R 1 independently represents a cyclohexyl group or a cycloalkylalkyl group having 7 or 8 carbon atoms.

8. The thermochromic color-memory microcapsule pigment according to claim 1 , wherein in the ester compound represented by the formula (2), R 2 represents a linear alkyl group having 5 to 15 carbon atoms, a cycloalkyl group having 5 to 7 carbon atoms, or a cycloalkylalkyl group having 6 to 8 carbon atoms.

9. The thermochromic color-memory microcapsule pigment according to claim 1 , wherein in the ester compound represented by the formula (2), R 2 represents a linear alkyl group having 7 to 13 carbon atoms, a cyclohexyl group, or a cycloalkylalkyl group having 7 or 8 carbon atoms.

10. The thermochromic color-memory microcapsule pigment according to claim 1 , wherein the component (a) is a compound selected from the group consisting of a phthalide compound, a fluoran compound, a styrylquinoline compound, a diazarhodamine lactone compound, a pyridine compound, a quinazoline compound, and a bisquinazoline compound.

11. The thermochromic color-memory microcapsule pigment according to claim 1 , wherein a composition ratios of the component (b) and the component (c) with respect to 1 part of the component (a) are 0.1 to 50 parts and 1 to 800 parts, respectively, on mass basis.

12. The thermochromic color-memory microcapsule pigment according to claim 1 , having a hysteresis width ΔH of 8° C. to 80° C.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 17, 2021
From: THE PILOT INK CO., LTD.
To: KABUSHIKI KAISHA PILOT CORPORATION (ALSO TRADING AS PILOT CORPORATION)
Reel/Frame 058139/0212 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 27, 2019
From: ONO, YOSHIAKI; MITA, MASAYUKI
To: THE PILOT INK CO., LTD.
Reel/Frame 050184/0229 →
Priority Claims (2)
JP JP2017-034535 · Feb 27, 2017 · national
JP JP2017-121626 · Jun 21, 2017 · national
Continuity (1)
Related Publication 20200071532A1 · Mar 5, 2020