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Diaryl pigments with improved heat stability obtained by coupling bis-diazotized diamines with acetoacetanilides

Assignee: Hoechst AG
•
Filing: 1983-06-23
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Granted: 1987-05-12
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Expires: 2003-06-23
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Abstract

Abstract Diaryl pigments having an excellent stability to heat are obtained by carrying out the coupling of bis-diazotized 3,3'-dichloro-4,4'-diaminobiphenyl with acetoacetanilides in the presence of an added quantity of acetoacetanilides which are monosubstituted or disubstituted in the 3-position or 4-position of the nucleus. As a result of their good heat stability, these pigments are particularly suitable for pigmenting plastics having processing temperatures above 200° C.

Inventors

  • 👤 Klaus Hunger
  • 👤 Heinrich Frolich
  • 👤 Hans-Joachim Lenz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 04:52
CPC Classifications
C; C07; C07C; C07C53/00; C07C53/126; C09; C09B; C09B35/00; C09B35/02; C09B35/039; C09B35/08; C09B35/10; C09B35/105

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 169 words
A diaryl pigment obtained by coupling bis-diazotized 3,3'-dichloro-4,4'-diaminobiphenyl with an acetoacetanilide of the formula I ##STR30## in which the Rs are identical or different and each of the Rs represents a member selected from the group consisting of hydrogen, chlorine, methyl, methoxy and ethoxy, and n denotes an interger from 1 to 3, the coupling being carried out in the presence of about 1 to 3 mole %, relative to said acetoacetanilide of formula I of a component consisting essentially of a compound of the formula II ##STR31## in which R 1 and r 2 each denote the radical ##STR32## or one of the radicals R 1 and R 2 denotes hydrogen and the other denotes a radical selected from the group consisting of ##STR33## and -SO 2 NH 2 , or R 1 and R 2 linked to one another denote a divalent radical selected from the group consisting of ##STR34## the CO group being attached to the phenyl nucleus either via the 3-position or via the 4-position.
Claim 2
Dependent Claim 169 words
A diaryl pigment obtained by coupling bis-diazotized 3,3'-dichloro-4,4'-diaminobiphenyl with an acetoacetanilide of the formula I ##STR30## in which the Rs are identical or different and each of the Rs represents a member selected from the group consisting of hydrogen, chlorine, methyl, methoxy and ethoxy, and n denotes an interger from 1 to 3, the coupling being carried out in the presence of about 1 to 3 mole %, relative to said acetoacetanilide of formula I of a component consisting essentially of a compound of the formula II ##STR31## in which R 1 and r 2 each denote the radical ##STR32## or one of the radicals R 1 and R 2 denotes hydrogen and the other denotes a radical selected from the group consisting of ##STR33## and -SO 2 NH 2 , or R 1 and R 2 linked to one another denote a divalent radical selected from the group consisting of ##STR34## the CO group being attached to the phenyl nucleus either via the 3-position or via the 4-position.
Claim 3
Dependent Claim 17 words
A diaryl pigment as claimed in claim 1, wherein 5-acetoacetylamino-benzimidazolone is the composed of the formula II.
Claim 4
Dependent Claim 17 words
A diaryl pigment as claimed in claim 1 wherein acetoacetylamino-2,5-dimethoxy-4-chlorobenzene is the acetoacetanilide of the formula I.

References Cited (Backward Citations)

DE921404C Cited
CH400418A Cited
FR90694E Cited
GB1111050A Cited
US3529984A Cited
GB1111490A Cited
US3405116A Cited
US3905825A Cited
JPS5589356A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-11 1990-11-10 1991-05-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-11 1994-11-10 1995-05-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-11 1998-11-10 1999-05-12 $7700.00 Window Closed / Lapsed

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