IP Library Granted Patent US 7,198,731
Granted Patent B2
US 7,198,731 · App. 10/496,190 · Granted Apr 3, 2007

Optical brighteners

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Quick Facts
Patent No.
US 7,198,731
App. No.
10/496,190
Granted
Apr 3, 2007
Kind
B2
Abstract

The present invention relates to the use of compounds of formula (I) wherein all substituents are as defined in the claims as optical brighteners as well as to new mixtures of optical brighteners.

Claims (47)

1. A process for optically brightening a material, comprising the step of adding to the material a mixture, comprising compounds formula (I)

wherein

R 1 and R 2 are independently from each other H; halogen; unsubstituted C 1-6 alkyl; substituted C 1-6 alkyl or C 1-6 alkoxy,

each (A) is independently from each other —O— or —NR 3 —, wherein

R 3 is H; unsubstituted C 1-4 alkyl or substituted C 1-4 alkyl,

X is halogen; OR 4 ; SR 4 or NR 4 R 5 ,

Y is halogen; OR 4 ; SR 4 or NR 4 R 5 , wherein

R 4 is unsubstituted C 1-6 alkyl; substituted C 1-6 alkyl; unsubstituted phenyl or substituted phenyl,

R 5 is H; unsubstituted C 1-6 alkyl or substituted C 1-6 alkyl, or

R 4 and R 5 together with the nitrogen atom to which they are bonded form a pyrrolidinyl, piperidinyl or morpholinyl radical,

n and m are independently from each other 0, 1 or 2

each M is a cation.

2. The process according to claim 1 wherein

R 1 and R 2 are independently from each other H; Cl; F; unsubstituted C 1-2 alkyl; substituted C 1-2 alkyl or C 1-2 alkoxy,

each (A) is independently from each other —O— or —NR 3 —, wherein

R 3 is H; unsubstituted C 1-2 alkyl or substituted C 1-2 alkyl,

X is F or Cl,

Y is Cl; F; OR 4 ; SR 4 or NR 4 R 5 , wherein

R 4 is unsubstituted C 1-6 alkyl; substituted C 1-6 alkyl; unsubstituted phenyl or substituted phenyl,

R 5 is H; unsubstituted C 1-6 alkyl or substituted C 1-6 alkyl, or

R 4 and R 5 together with the nitrogen atom to which they are bonded form a pyrrolidinyl, piperidinyl or morpholinyl radical,

n and m are independently torn each other 0, 1 or 2

each M is a cation.

3. The process according to claim 1 wherein the mixture further comprises at least one compound of formula (II)

wherein R 1 , R 2 , (A), m, n and M have the same meanings as defined above and Z is OR 4 , SR 4 or NR 4 R 5 , wherein R 4 and R 5 have the same meanings as defined above.

4. The process according to claim 3 wherein the at least one optical brightener further comprises about from 2-wt % to 95-wt % of the compound of formula (I), and 98-wt % to 5-wt % of the compound of formula (II).

5. The process according to claim 3 wherein the at least one optical brightener further comprises about from 5-wt % to 80-wt % of the compound of formula (I) and 95-wt % to 20-wt % of the compound of formula (II).

6. The process according to claim 1 wherein the material is selected from the group consisting of natural and regenerated cellulosic-fibers, natural and synthetic polyamide and polyurethane fibers, textiles and paper.

7. The process according to claim 1 wherein the material is paper.

8. A mixture comprising of two or more optical brighteners according to formula (I)

wherein

R 1 and R 2 are independently from each other H; halogen; unsubstituted C 1-6 alkyl; substituted C 1-6 alkyl or C 1-6 alkoxy,

each (A) is independently from each other —O— or —NR 3 —, wherein

R 3 is H; unsubstituted C 1-4 alkyl or substituted C 1-4 alkyl,

X is halogen; OR 4 ; SR 4 or NR 4 R 5 ,

Y is halogen; OR 4 ; SR 4 or NR 4 R 5 , wherein

R 4 is unsubstituted C 1-6 alkyl; substituted C 1-6 alkyl, unsubstituted phenyl or substituted phenyl,

R 5 is H: unsubstituted C 1-6 alkyl or substituted C 1-6 alkyl, or

R 4 and R 5 together with the nitrogen atom to which they are bonded form a pyrrolidinyl, piperidinyl or morpholinyl radical,

n and m are independently from each other 0, 1 or 2

each M is a cation.

9. The process of claim 1 , wherein X is F or Cl.

10. The process of claim 1 , wherein the adding step further comprises at least one of incorporating the mixture into the material during formation of the material, fixing the mixture onto the material, or coating the mixture onto the material.

11. The optical brightener as claimed in claim 8 , further comprising at least one compound of formula (II)

wherein R 1 , R 2 , (A), m, n and M have the same meanings as defined above and Z is OR 4 , SR 4 or NR 4 R 5 , wherein R 4 and R 5 have the same meanings as defined above.

12. A material optically brightened by the process of claim 1 .

13. The material as claimed in claim 12 , wherein the material is selected from the group consisting of natural and regenerated cellulosic fibers, natural and synthetic polyamide and polyurethane fibers, textiles and paper.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2016
From: CLARIANT FINANCE (BVI) LIMITED
To: ARCHROMA IP GMBH
Reel/Frame 039103/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 19, 2004
From: JACKSON, ANDREW CLIVE
To: CLARIANT FINANCE (BVI) LIMITED
Reel/Frame 015836/0303 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2004
From: KAI, MAKOTO; TAKAHASHI, KIYOSHI; HATAOKA, SHINICHIRO; KANEKO, YURIKO; HORIUCHI, MAKOTO; ICHIBAKASE, TSUYOSHI; SEKI, TOMOYUKI; SUZUKI, YUMI
To: MATSUSHITA ELECTRIC INDUSTRIAL CO., LTD.
Reel/Frame 015408/0590 →