IP Library Granted Patent US 8,470,735
Granted Patent B2
US 8,470,735 · App. 13/262,701 · Granted Jun 25, 2013

Coating solution for heat-sensitive color-developing layer, and heat-sensitive recording material

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Quick Facts
Patent No.
US 8,470,735
App. No.
13/262,701
Granted
Jun 25, 2013
Kind
B2
Abstract

Provided are a coating solution for a thermosensitive color developing layer of excellent storability wherein color development during its storage or during producing a thermal recording material is suppressed, and a thermal recording material with excellent print portion (image portion) storability and suppressed staining in the background color (white background). A coating solution for a thermosensitive color developing layer, which comprises a colorless or pale-colored electron-donating leuco dye, a hindered phenol compound and, as an electron-accepting developer, a diphenylsulfone derivative represented by the following formula (1): wherein the aforementioned hindered phenol compound has an average particle size (D50) of not more than 0.5 μm, and the coating solution has a color tone a* of not less than −4.0 as measured according to JIS Z 8729 and a whiteness W of not less than 62 as measured according to JIS Z 8715.

Claims (13)

1. A coating solution for a thermosensitive color developing layer, which comprises a colorless or pale-colored electron-donating leuco dye, a hindered phenol compound and, as an electron-accepting developer, a diphenylsulfone derivative represented by the following formula (1):

wherein R 1 is a linear or branched, saturated or unsaturated hydrocarbon group having a carbon number of 1-12, R 2 -R 7 are each independently a halogen atom, or an alkyl group or alkenyl group having a carbon number of 1-12, n, o, p, q, r and s are each an integer of 0 -4, m is an integer of 0-5, and each A is independently a linear or branched, saturated or unsaturated hydrocarbon group having a carbon number of 1-12 and optionally having an ether bond, wherein the aforementioned hindered phenol compound has an average particle size (D50) of not more than 0.5 μm, and

the coating solution has a color tone a* of not less than −4.0 as measured according to JIS Z 8729 and a whiteness W of not less than 62 as measured according to JIS Z 8715.

2. The coating solution according to claim 1 , wherein the hindered phenol compound is a 1,1,3-tris-substituted butane compound represented by the following formula (2):

wherein R 8 , R 11 and R 14 are each independently an alkyl group having a carbon number of 1-8, and R 9 , R 10 , R 12 , R 13 , R 15 and R 16 are each independently a hydrogen atom or an alkyl group having a carbon number of 1-8.

3. The coating solution according to claim 2 , wherein, in the aforementioned formula (2), R 8 , R 11 and R 14 are tert-butyl groups, R 9 , R 12 and R 15 are methyl groups, and R 10 , R 13 and R 16 are hydrogen atoms.

4. The coating solution according to claim 2 , wherein the aforementioned 1,1,3-tris-substituted butane compound of the formula (2) has a crystal structure showing the maximum diffracted X-ray peak within the range of diffraction angle (2θ)=6.4°-6.6°, a second maximum diffracted X-ray peak within the range of one of (2θ)=13.0°-13.2° and (2θ)=19.6°-19.8°, and a third maximum diffracted X-ray peak within the other range, in an X-ray diffraction measurement using CuKαray as an X-ray source.

5. The coating solution according to claim 2 , wherein the aforementioned 1,1,3-tris-substituted butane compound of the formula (2) is an amorphous hindered phenol compound.

6. The coating solution according to claim 1 , wherein the content of the hindered phenol compound is 0.01 part by weight-10 parts by weight, per 1 part by weight of the diphenylsulfone derivative represented by the formula (1).

7. The coating solution according to claim 1 , wherein the aforementioned diphenylsulfone derivative represented by the formula (1) has an average particle size of 0.5 μm-5 μm.

8. The coating solution according to claim 1 , which is prepared using a dispersion obtained by heating a dispersion containing the aforementioned diphenylsulfone derivative represented by the formula (1) at 40° C.-80° C. for 6 hr-72 hr.

9. A thermal recording material comprising a support and a thermosensitive color developing layer formed thereon, wherein the thermosensitive color developing layer is formed with the coating solution according to claim 1 .

10. The thermal recording material according to claim 9 , further comprising a protection layer comprising carboxy-modified polyvinyl alcohol, epichlorohydrin resin and polyamine resin/polyamide resin on the thermosensitive color developing layer.

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 16, 2021
From: MITSUBISHI CHEMICAL CORPORATION
To: SHINRYO CORPORATION
Reel/Frame 055604/0525 →
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
MERGER Recorded Sep 4, 2017
From: MITSUBISHI CHEMICAL CORPORATION
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 043750/0207 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 22, 2015
From: API CORPORATION
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 034793/0507 →
NOTICE OF CHANGE OF ASSIGNEE'S ADDRESS Recorded Jan 21, 2015
From: API CORPORATION
To: API CORPORATION
Reel/Frame 034783/0220 →
CHANGE OF ADDRESS Recorded Jun 19, 2013
From: API CORPORATION
To: API CORPORATION
Reel/Frame 030659/0746 →
CORRECTIVE ASSIGNMENT TO CORRECT THE FIRST ASSIGNEE'S NAME FROM NIPPON PAPER INDUSTRIES, CO., LTD. TO NIPPON PAPER INDUSTRIES CO., LTD. PREVIOUSLY RECORDED ON REEL 027234 FRAME 0504. ASSIGNOR(S) HEREBY CONFIRMS THE EXTRA COMMA AFTER "INDUSTRIES" IS INCORRECT. Recorded Feb 28, 2013
From: AOSAKI, YOSHIMUNE; KANEKO, MAI; OHSE, KATSUTO; SATO, YUKIKO
To: NIPPON PAPER INDUSTRIES CO., LTD.; API CORPORATION
Reel/Frame 030084/0713 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2011
From: AOSAKI, YOSHIMUNE; KANEKO, MAI; OHSE, KATSUTO; SATO, YUKIKO
To: NIPPON PAPER INDUSTRIES, CO., LTD.; API CORPORATION
Reel/Frame 027234/0504 →