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US5342955A Expired / Lapsed US ⏱️ 0.0 years remaining

Diketopyrrolopyrroles

Assignee: BASF Corp
•
Filing: 1992-12-16
•
Granted: 1994-08-30
•
Expires: 2012-12-16
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Abstract

Abstract 1,4-Diketopyrrolo[3,4-c]pyrroles of formula <IMAGE> (I) wherein R1, R2, R3 and R4 are each independently of one another hydrogen, Cl, Br, CH3, OCH3, CN or phenyl, and at least one of the substituents R1, R2, R3 and R4 is a group -O(CH2)nX or -O(CH2CH2O)pCH2CH2X wherein n is an integer from 2 to 12, and p is an integer from 1 to 3, X is a heterocyclic radical selected form the group consisting imidazolyl, pyrazolyl, triazolyl, piperazinyl, pyridinyl, pyrrolyl, thiazolyl, oxazolyl, benzoxazolyl, indolyl, benzthiazolyl, benzimidazolyl, benzotriazolyl, morpholinyl, piperidinyl and pyrrolidinyl, which radical is unsubstituted or substituted by one or two methyl groups, or is a group -NR5R6 or -N[(CH2)n-NR5R6]2, wherein R5 and R6 are each independently of the other hydrogen, C1-C6alkyl or C5-C6cycloalkyl. Pigment compositions comprising a minor amount of said compounds and diketopyrrolopyrrole pigments have excellent rheological and colouristic properties, especially in paint systems and in printing inks.

Inventors

  • 👤 Gary Wooden
  • 👤 Guy de Weck
  • 👤 Olof Wallquist

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 09:08
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C08; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3415; C09; C09B; C09B57/00; C09B57/004; C09B67/00; C09B67/0033; C09B67/0034; C09B67/0039

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 111 words
A 1,4-diketopyrrolo[3,4-c]pyrrole of formula ##STR38## wherein R 1 , R 2 , R 3 and R 4 are each independently of one another hydrogen, Cl, Br, CH 3 , OCH 3 CN or phenyl, and at least one of the substituents R 1 , R 2 , R 3 and R 4 is a group --O(CH.sub.2).sub.n X or --O(CH.sub.2 CH.sub.2 O).sub.p CH.sub.2 CH.sub.2 X wherein n is an integer from 2 to 12, and p is an integer from 1 to 3, X is a heterocyclic radical selected from the group consisting of imidazolyl, pyrazolyl, triazolyl, benzimidazolyl and benzotriazolyl, which radical is unsubstituted or substituted by one or two methyl groups.
Claim 2
Dependent Claim 111 words
A 1,4-diketopyrrolo[3,4-c]pyrrole of formula ##STR38## wherein R 1 , R 2 , R 3 and R 4 are each independently of one another hydrogen, Cl, Br, CH 3 , OCH 3 CN or phenyl, and at least one of the substituents R 1 , R 2 , R 3 and R 4 is a group --O(CH.sub.2).sub.n X or --O(CH.sub.2 CH.sub.2 O).sub.p CH.sub.2 CH.sub.2 X wherein n is an integer from 2 to 12, and p is an integer from 1 to 3, X is a heterocyclic radical selected from the group consisting of imidazolyl, pyrazolyl, triazolyl, benzimidazolyl and benzotriazolyl, which radical is unsubstituted or substituted by one or two methyl groups.
Claim 3
Dependent Claim 63 words
A 1,4-diketopyrrolo[3,4-c]pyrrole of formula I according to claim 1, wherein at least one of R 1 , R 2 , R 3 or R 4 is a group --O(CH.sub.2).sub.n X or --O(CH.sub.2 CH.sub.2 O).sub.p CH.sub.2 CH.sub.2 X wherein n and p are as defined in claim 1, and X is a heterocyclic radical selected from the group consisting of imidazolyl, pyrazolyl and triazolyl.
Claim 4
Dependent Claim 71 words
A 1,4-diketopyrrolo[3,4-c]pyrrole of formula I according to claim 1, wherein one or two of R 1 , R 2 , R 3 or R 4 are a group --O(CH.sub.2).sub.n X or --O(CH.sub.2 CH.sub.2 O).sub.p CH.sub.2 CH.sub.2 X wherein n is an integer from 2 to 6 and p is an integer from 1 or 2, and X is a heterocyclic radical selected from the group consisting of imidazolyl, pyrazolyl and triazolyl.
Claim 5
Dependent Claim 22 words
A 1,4-diketopyrrolo[3,4-c]pyrrole according to claim 3, wherein X is a heterocyclic radical selected from the group consisting of imidazoyly, pyrazolyl and triazolyl.
Claim 6
Dependent Claim 63 words
A pigment composition comprising a) 80-99.9% by weight of at least one 1,4-diketopyrrolo[3,4-c]pyrrole of formula I, wherein R 1 , R 2 , R 3 and R 4 are each independently of one another hydrogen, Cl, Br, CH 3 , OCH 3 , CN or phenyl, and b) 0.1-20% by weight of at least one 1,4-diketopyrrolo[3,4-c]pyrrole of formula I according to claim 1.

References Cited (Backward Citations)

EP0133156A2 Cited
US4585878A Cited
US4666455A Cited
US4791204A Cited
US4931566A Cited
EP0321919A2 Cited
DE3832064A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-08-29 1998-02-28 1998-08-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-08-29 2002-02-28 2002-08-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-08-29 2006-02-28 2006-08-30 $7700.00 Window Closed / Lapsed

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