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US5205862A Expired / Lapsed US ⏱️ 0.0 years remaining

Water resistant ink compositions and process for preparation

Assignee: PILOT 8-1 NISHIGOTANDA 2-CHOME KK
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Filing: 1992-03-03
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Granted: 1993-04-27
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Expires: 2012-03-03
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Abstract

Abstract A water-resistant ink composition containing water, an anionic dye and a water-resistance modifier which contains as an effective component a sparingly water-soluble compound comprising at least one oleophilic group selected from the group consisting of an aromatic ring and an aliphatic hydrocarbon having 6-12 carbon atoms, and at least one hydrophilic group having at least one of O, N and S atoms.

Inventors

  • 👤 Hiroshi Kiyomoto
  • 👤 Yasuyuki Sugimoto

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 19:12
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/38; C09D11/16

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 211 words
A water-resistant ink composition comprising: (A) water, (B) an anionic dye selected from the group consisting of C.I. Acid Yellow 40, C.I. Acid Orange 51, C.I. Acid Red 114 and 249, C.I. Acid Blue 83, 90, 103, and 127, C.I. Acid Green 25 and 27, C.I. Direct Black 154, and epoxydized C.I. Direct Black 154, and (C) a water-resistance modifier which contains as an effective component at least one sparingly water-soluble compound containing at least one oleophilic group selected from an aromatic ring or an aliphatic hydrocarbon having 6-12 carbon atoms, and at least one hydrophilic group having at least one of O, N and S atoms; wherein said sparingly water-soluble compound is a compound which is one or two of the compounds selected from the group consisting of (a) a compound having a dicarboxylate structure selected from bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate or bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate; (b) a compound having a benzophenone structure selected from benzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, or 2,4-dihydroxy-benzophenone; (c) a compound having a phenol structure selected from ethyl 2,2-bis(4'-hydroxyphenyl)propane gallate, n-propyl gallate, isoamyl gallate salicylic aidoxime, diethyl 4-hydroxy1,2-phthalate, or para-tert-butylphenol; (d) benzimidazole; (e) a compound having a benzothiazole structure selected from 2-chloro-benzothiazole, 2-methyl-5-chlorobenzothiazole, or 2-mercaptobenzothiazole; (f) benzoin methyl ether; and (g) a compound having a benzoate structure selected from propyl p-hydroxybenzoate or phenyl benzoate.
Claim 2
Dependent Claim 211 words
A water-resistant ink composition comprising: (A) water, (B) an anionic dye selected from the group consisting of C.I. Acid Yellow 40, C.I. Acid Orange 51, C.I. Acid Red 114 and 249, C.I. Acid Blue 83, 90, 103, and 127, C.I. Acid Green 25 and 27, C.I. Direct Black 154, and epoxydized C.I. Direct Black 154, and (C) a water-resistance modifier which contains as an effective component at least one sparingly water-soluble compound containing at least one oleophilic group selected from an aromatic ring or an aliphatic hydrocarbon having 6-12 carbon atoms, and at least one hydrophilic group having at least one of O, N and S atoms; wherein said sparingly water-soluble compound is a compound which is one or two of the compounds selected from the group consisting of (a) a compound having a dicarboxylate structure selected from bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate or bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate; (b) a compound having a benzophenone structure selected from benzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, or 2,4-dihydroxy-benzophenone; (c) a compound having a phenol structure selected from ethyl 2,2-bis(4'-hydroxyphenyl)propane gallate, n-propyl gallate, isoamyl gallate salicylic aidoxime, diethyl 4-hydroxy1,2-phthalate, or para-tert-butylphenol; (d) benzimidazole; (e) a compound having a benzothiazole structure selected from 2-chloro-benzothiazole, 2-methyl-5-chlorobenzothiazole, or 2-mercaptobenzothiazole; (f) benzoin methyl ether; and (g) a compound having a benzoate structure selected from propyl p-hydroxybenzoate or phenyl benzoate.
Claim 3
Dependent Claim 82 words
A water-resistant ink composition according to claim 1 wherein said water-resistance modifier comprises an amount of a sparingly water-soluble compound, effective to improve the water-resistance of said dye on paper, which contains at least one oleophilic group selected from an aromatic ring or an aliphatic hydrocarbon having 6-12 carbon atoms and at least one hydrophilic group having at least one of O, N and S atoms and which has a solubility of 5% by weight or more in ethanol at 20° C.
Claim 4
Dependent Claim 36 words
A water-resistant ink composition according to claim 1, further comprising one or more dry-up resistance imparting agents selected from the group consisting of an alcohol, an amine, a urea compound, 2-pyrrolidone, polyvinyl pyrrolidone, sorbitol and diemthylsulfone.
Claim 5
Dependent Claim 32 words
A water-resistant ink composition according to claim 3, wherein said urea compound is a member selected from the group consisting of urea, thiourea, ethylene urea, hydroxyethylurea, ethylene thiourea, diethylthiourea and mixtures thereof.
Claim 6
Dependent Claim 28 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is a compound having a dicarboxylate structure selected from bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate or bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate.
Claim 7
Dependent Claim 27 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is a compound having a benzophenone structure selected from benzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, or 2,4-dihydroxy-benzophenone.
Claim 8
Dependent Claim 37 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is a compound having a phenol structure selected from ethyl 2,2-bis(4'-hydroxyphenyl) propane gallate, n-propyl gallate, isoamyl gallate salicylic aidoxime, diethyl 4-hydroxy-1,2-phthalate, or para-tert-butylphenol.
Claim 9
Dependent Claim 16 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is benzimidazole.
Claim 10
Dependent Claim 27 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is a compound having a benzothiazole structure selected from 2-chloro-benzothiazole, 2-methyl-5-chlorobenzothiazole, or 2-mercaptobenzothiazole.
Claim 11
Dependent Claim 18 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is benzoin methyl ether.
Claim 12
Dependent Claim 28 words
The water resistant ink composition according to claim 1, wherein said sparingly water-soluble compound is a compound having a benzoate structure selected from propyl p-hydroxybenzoate or phenyl benzoate.

References Cited (Backward Citations)

US4343620A Cited
US4325735A Cited
US4559162A Cited
US4702743A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-04-26 1996-10-26 1997-04-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-04-26 2000-10-26 2001-04-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-04-26 2004-10-26 2005-04-27 $7700.00 Window Closed / Lapsed

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