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US3987022A Expired / Lapsed US ⏱️ 0.0 years remaining

Yellow to orange disazo cationic dyes containing two heterocyclic quaternary ammonium groups

Assignee: EIDP Inc
•
Filing: 1975-02-25
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Granted: 1976-10-19
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Expires: 1995-02-25
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Abstract

Abstract Biscationic disazo dyes having good exhaust and buildup on acid-modified BCF nylon fibers as well as good lightfastness and wetfastness on such fibers; and a process for dyeing nylon therewith at a pH of about 4 to 7. The dyes have the formula: ##SPC1## Wherein X is selected from --CH 2 --, --C(CH 3 ) 2 --, --NH--, --O--, --OCH 2 (CH 2 ) 1 -2 O--, --OCH 2 CH(OH)CH 2 O--, --SO 2 --, --S--, --S--S--, --NHCO--, and --NHCONH--; R 1 is selected from H, CH 3 , C 2 H 5 , Cl, and Br; R 2 is selected from H, alkyl, alkoxy, Cl, NHCO-alkyl, and NHCOC 6 H 5 ; R 3 is selected from H, alkyl, and alkoxy; Y + is selected from ##EQU1## wherein n is 0 or 1; Z is H when n is 0 and Z is OH when n is 1; Q + is selected from NR 4 R 5 R 6 , and NHCOCH 2 NR 4 R 5 R 6 ; R 4 and R 5 together with the nitrogen atom form a piperidinium pyrrolidinium, or morpholinium ring, or, together with R 6 , form a pyridinium ring; R 6 is selected from H and alkyl; A - is an anion; the alkyl, alkoxy, and NHCO-alkyl substituents refer to such substituents having 1 to 4 carbon atoms.

Inventors

  • 👤 Daniel Shaw James

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 15:28
CPC Classifications
C; C09; C09B; C09B44/00; C09B44/02; C09B44/04

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 168 words
A dye having the formula ##SPC11## wherein X is selected from --CH 2 --, --C(CH 3 ) 2 --, --NH--, --O--, --SO 2 --, --S--S--, --NHCO--, and --NHCONH--; R 1 is selected from H, CH 3 , C 2 H 5 , Cl, Br; R 2 is selected from H, alkyl, alkoxy, Cl, NCHO-alkyl, and NHCOC 6 H 5 ; R 3 is selected from H, alkyl, and alkoxy; Y + is ##EQU2## wherein n is 0 or 1; Z is H when n is 0 and Z is OH when n is 1; Q + is selected from NR 4 R 5 R 6 , and NHCOCH 2 NR 4 R 5 R 6 ; R 4 and R 5 together with the nitrogen atom form piperidinium, pyrrolidinium, or morpholinium, or, together with R 6 , form pyridinium; R 6 is selected from H and alkyl; A - is an anion; the alkyl, alkoxy, and NHCO-alkyl substituents refer to such substituents having 1 to 4 carbon atoms.
Claim 2
Dependent Claim 168 words
A dye having the formula ##SPC11## wherein X is selected from --CH 2 --, --C(CH 3 ) 2 --, --NH--, --O--, --SO 2 --, --S--S--, --NHCO--, and --NHCONH--; R 1 is selected from H, CH 3 , C 2 H 5 , Cl, Br; R 2 is selected from H, alkyl, alkoxy, Cl, NCHO-alkyl, and NHCOC 6 H 5 ; R 3 is selected from H, alkyl, and alkoxy; Y + is ##EQU2## wherein n is 0 or 1; Z is H when n is 0 and Z is OH when n is 1; Q + is selected from NR 4 R 5 R 6 , and NHCOCH 2 NR 4 R 5 R 6 ; R 4 and R 5 together with the nitrogen atom form piperidinium, pyrrolidinium, or morpholinium, or, together with R 6 , form pyridinium; R 6 is selected from H and alkyl; A - is an anion; the alkyl, alkoxy, and NHCO-alkyl substituents refer to such substituents having 1 to 4 carbon atoms.
Claim 3
Dependent Claim 25 words
A dye according to claim 1 wherein Y + is ##STR37## and wherein Q + , Z and n are as defined in claim 1.
Claim 4
Dependent Claim 7 words
A dye according to claim 2, ##SPC12##
Claim 5
Dependent Claim 7 words
A dye according to claim 3, ##SPC13##
Claim 6
Dependent Claim 13 words
A dye according to claim 4 wherein A - is Cl - .
Claim 7
Dependent Claim 7 words
A dye according to claim 3, ##SPC14##
Claim 8
Dependent Claim 14 words
A dye according to claim 6 wherein 2A - is ZnCl 4 = .

References Cited (Backward Citations)

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US3252964A Cited
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US3402167A Cited
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US3759893A Cited
JPS4737675U Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-10-19 1980-04-19 1980-10-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-10-19 1984-04-19 1984-10-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-10-19 1988-04-19 1988-10-19 $7700.00 Window Closed / Lapsed

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