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US4634555A Expired / Lapsed US ⏱️ 0.0 years remaining

Water-soluble copper phthalocyanine dyes free from cellulose reactive groups

Assignee: Imperial Chemical Industries Ltd
•
Filing: 1985-08-12
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Granted: 1987-01-06
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Expires: 2005-08-12
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Abstract

Abstract A water-soluble dye, free from cellulose reactive groups, of the formula: <IMAGE> wherein R1 is -(CaH2aO)m(CbH2bO)nH, R2 is H or -(CaH2aO)m(CbH2bO)nH, or R1 and R2 together with the nitrogen atom form a morpholine ring a and b are different and from 1 to 8 m is from 1 to 10; n is from 0 to 9; Y is the residue of a copper phthalocyanine sulphonic acid of the formula: CuPc(SO3M)q p is from 1 to 3 q is from 1 to 3 p+q is from 3 to 4 M is H, ammonium, or a monovalent metal; X is NR1R2, alkoxy, NR3R4 in which R3 and R4 are each independently selected from H, alkyl and aryl, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or mono- or bi-cyclic heteroaryl diazo and coupling components, linked to the triazine nucleus through a primary or secondary amine linking groups; and Z is a divalent linking group, which is suitable for the preparation of a printing ink, especially for ink jet printing.

Inventors

  • 👤 Anthony G. Baxter
  • 👤 Stephen B. Bostock
  • 👤 David Greenwood

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:28
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09D11/328; C09B; C09B47/00; C09B47/04; C09B47/08; C09B47/24; C09B47/26

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 259 words
A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR4## wherein R 1 is --(C a H 2a O) m (C b H 2b O) n H, R 2 is H or --(C a H 2a O) m (C b H 2b O) n H, or R 1 and R 2 together with the nitrogen atom form a morpholine ring a and b are different and from 1 to 8 m is from 1 to 10; n is from 0 to 9; Y is the residue of a copper phthalocyanine sulphonic acid of the formula: CuPc(SO 3 M) q P is from 1 to 3 q is from 1 to 3 p+q is from 3 to 4 M is H, ammonium, or a monovalent metal; X is NR 1 R 2 , OR 3 , or NR 3 R 4 in which R 3 is H or C 1-4 -alkyl and R 4 is selected from H, C 1-4 -alkyl, phenyl and naphthyl in which the phenyl and naphthyl are unsubstituted or substituted by a group selected from SO 3 M, sulphonate, carboxylate, ureido, C 1-4 -alkyl, C 1-4 -alkoxy, mono- and di-alkylamino, aminosulphonyl, mono- and di-alkylaminosulphonyl, aminocarbonyl, mono- and di-alkylaminocarbonyl, phenylamino, C 1-4 -alkylcarbonylamino, hydroxy, nitro, and halogen; Z is selected from C 2-6 -alkylene, cycloalkylene, phenylene, biphenylene, phenylene-C 2-6 -alkylene and biphenylene-C 2-6 -alkylene, --SO 2 CH 2 --, 4-sulphonylphen-1-yl, --(CH 2 ) 5 O(CH 2 ) 5 --, --C 2 H 4 SO 2 C 2 H 4 --, diphen-4,4'-ylenemethane, 4,4-diiminostilbene and diphen-4,4'-ylene ether.
Claim 2
Dependent Claim 259 words
A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR4## wherein R 1 is --(C a H 2a O) m (C b H 2b O) n H, R 2 is H or --(C a H 2a O) m (C b H 2b O) n H, or R 1 and R 2 together with the nitrogen atom form a morpholine ring a and b are different and from 1 to 8 m is from 1 to 10; n is from 0 to 9; Y is the residue of a copper phthalocyanine sulphonic acid of the formula: CuPc(SO 3 M) q P is from 1 to 3 q is from 1 to 3 p+q is from 3 to 4 M is H, ammonium, or a monovalent metal; X is NR 1 R 2 , OR 3 , or NR 3 R 4 in which R 3 is H or C 1-4 -alkyl and R 4 is selected from H, C 1-4 -alkyl, phenyl and naphthyl in which the phenyl and naphthyl are unsubstituted or substituted by a group selected from SO 3 M, sulphonate, carboxylate, ureido, C 1-4 -alkyl, C 1-4 -alkoxy, mono- and di-alkylamino, aminosulphonyl, mono- and di-alkylaminosulphonyl, aminocarbonyl, mono- and di-alkylaminocarbonyl, phenylamino, C 1-4 -alkylcarbonylamino, hydroxy, nitro, and halogen; Z is selected from C 2-6 -alkylene, cycloalkylene, phenylene, biphenylene, phenylene-C 2-6 -alkylene and biphenylene-C 2-6 -alkylene, --SO 2 CH 2 --, 4-sulphonylphen-1-yl, --(CH 2 ) 5 O(CH 2 ) 5 --, --C 2 H 4 SO 2 C 2 H 4 --, diphen-4,4'-ylenemethane, 4,4-diiminostilbene and diphen-4,4'-ylene ether.
Claim 3
Dependent Claim 18 words
A dye according to claim 1 wherein NR 1 R 2 is selected from hydroxyethyamino, di-(hydroxyethyl)amino and morpholino.
Claim 4
Dependent Claim 14 words
A dye according to claim 2 wherein X is NR 1 R 2 .
Claim 5
Dependent Claim 28 words
The dye of claim 1 wherein q=2.7, p=1.3, M is sodium, Z is ethylene, R 1 is hydroxyethyl, R 2 is H and X is OCH 3 .

References Cited (Backward Citations)

CA855693A Cited
US3445449A Cited
CH473881A Cited
US3752801A Cited
US3989692A Cited
US4268267A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-01-05 1990-07-07 1991-01-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-01-05 1994-07-07 1995-01-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-01-05 1998-07-07 1999-01-06 $7700.00 Window Closed / Lapsed

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