IP Library Granted Patent US 8,093,179
Granted Patent B2
US 8,093,179 · App. 11/989,166 · Granted Jan 10, 2012

Stable aqueous dispersions of colour developer

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Quick Facts
Patent No.
US 8,093,179
App. No.
11/989,166
Granted
Jan 10, 2012
Kind
B2
Abstract

Storage-stable compositions comprising a color developer, an anionic dispersant and a thickening agent as well as heat-sensitive recording materials comprising such compositions, a process for its manufacture and its use.

Claims (32)

1. A composition comprising a colour developer I:

, wherein

R 1 is phenyl or naphthyl, which can be unsubstituted or substituted by C 1 -C 8 alkyl, C 1 -C 8 -alkoxy or halogen; or C 1 -C 20 alkyl, which can be unsubstituted or substituted by C 1 -C 8 -alkoxy or halogen;

X is a group of the formula —C(═NH)—, —C(═S)— or —C(═O)—;

A is unsubstituted or substituted phenylene, naphthylene or C 1 -C 12 alkylene, or is an unsubstituted or substituted heterocyclic group;

B is a linking group of formula —O—SO 2 —, —SO 2 —O—, —NH—SO 2 —, —SO 2 —NH—, —S—SO 2 —, —O—CO—NH—, —NH—CO—, —NH—CO—O—, —S—CO—NH—, —S—CS—NH—, —CO—NH—SO 2 —, —O—CO—NH—SO 2 —, —NH═CH—, —CO—NH—CO—, —S—, —CO—, —O—, —SO 2 —NH—CO—, —O—CO—O— and —O—PO—(OR 2 ) 2 ; and

R 2 is aryl, which can be unsubstituted or substituted by C 1 -C 8 alkyl, halogen-substituted C 1 -C 8 alkoxy-substituted C 1 -C 8 alkoxy, halogen-substituted C 1 -C 8 alkoxy or halogen; or benzyl, which can be substituted by C 1 -C 8 alkyl, halogen-substituted C 1 -C 8 alkyl, C 1 -C 8 alkoxy-substituted C 1 -C 8 alkoxy, halogen-substituted C 1 -C 8 alkoxy or halogen;

or C 1 -C 20 alkyl, which can be unsubstituted or substituted by C 1 -C 8 alkoxy, halogen, phenyl or naphthyl; and

a) 0.1 to 5 dry parts by weight of an anionic dispersant per 100 dry parts of the colour developer I, wherein the anionic dispersant is an ammonium salt of naphthalene sulfonic acid formaldehyde condensate, a carboxylated polymer, a carboxylated acrylic copolymer, or a mixture thereof; and

b) 0.01 to 2.0 dry parts per weight of a thickening agent per 100 parts of the colour developer I.

2. The composition according to claim 1 , wherein

R 1 is phenyl, which is substituted by C 1 -C 4 alkyl;

X is a group of the formula —C(═O)—;

A is phenylene, which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen;

B is a linking group of formula —O—SO 2 — or —O—; and

R 2 is phenyl, naphthyl or benzyl, which is unsubstituted or substituted by C 1 -C 4 alkyl or halogen.

3. The composition according to claim 1 , wherein the thickening agent is selected from the group consisting of xanthan gum, sodium alginate, water-soluble carboxylates, acrylamide polymers or copolymers, acrylic acid, ethyl acrylate, and methacrylic acid.

4. The composition according to claim 1 , further comprising a biocide.

5. The composition according to claim 1 comprising:

a) at least 50% by weight of the colour developer I;

b) the anionic dispersant, in an amount from 0.1 to 5 dry parts per a dry 100 parts of the colour developer I;

c) the thickening agent, in an amount from 0.01 to 2.0 dry parts per a dry 100 parts of the colour developer I;

d) optionally a biocide; and

e) water, which adds up to 100%.

6. A heat-sensitive recording material comprising:

a) a colour forming compound, and

b) the composition according claim 1 .

7. A process for the manufacturing of the composition according claim 1 , comprising:

a) mixing the colour developer I, the anionic dispersant, and water, optionally with a biocide to obtain a mixture;

b) milling the mixture to obtain a treated mixture having an average particle size in the range of from 0.2 to 2.0 μm; and

c) blending the treated mixture of step b) with the thickening agent.

8. Paper, wherein the composition according to claim 1 is coated onto the paper.

Assignments (14)
SECURITY INTEREST Recorded Nov 14, 2025
From: CHEM-AQUA, INC.; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; NCH CORPORATION; NCH LIFE SCIENCES LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073570/0838 →
RELEASE OF SECURITY INTEREST Recorded Nov 14, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073564/0864 →
SECURITY AGREEMENT (NOTES) Recorded Oct 10, 2025
From: DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073061/0885 →
RELEASE OF 2023 NOTES PATENT SECURITY INTERESTS Recorded Oct 10, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073074/0198 →
SECURITY AGREEMENT (2024 NOTES) Recorded Jun 24, 2024
From: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 067824/0278 →
2023 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE GLOBAL CORPORATION
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0170 →
SECURITY AGREEMENT (ABL) Recorded Sep 14, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: BANK OF AMERICA, N.A, AS COLLATERAL AGENT
Reel/Frame 061432/0958 →
SECURITY AGREEMENT (NOTES) Recorded Sep 14, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Reel/Frame 061432/0821 →
SECURITY AGREEMENT (NOTES) Recorded Sep 13, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Reel/Frame 061431/0865 →
SECURITY AGREEMENT (TERM) Recorded Sep 13, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 061431/0851 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: BASF SE
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 059206/0621 →
CHANGE OF NAME Recorded Nov 4, 2011
From: CIBA SPECIALTY CHEMICALS CORPORATION
To: CIBA CORPORATION
Reel/Frame 027181/0171 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 4, 2011
From: CIBA CORPORATION
To: BASF SE
Reel/Frame 027177/0697 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 27, 2009
From: O'NEIL, ROBERT MONTGOMERY
To: CIBA SPECIALTY CHEMICALS CORP.
Reel/Frame 022181/0627 →