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US5478384A Expired / Lapsed US ⏱️ 0.0 years remaining

Recording liquid

Assignee: Mitsubishi Chemical Corp
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Filing: 1994-05-05
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Granted: 1995-12-26
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Expires: 2014-05-05
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Abstract

Abstract A recording liquid excellent in print quality, light resistance, and water resistance which is characterized in that it contains an aqueous medium and at least one dye selected from the dyes represented by general formulae [I] to [V]: <IMAGE> (I)AGE> (III) <IMAGE> <IMAGE> (IV) <IMAGE> <IMAGE> (V) <IMAGE> (wherein R1 and R2 each represents H, CH3, or OCH3; R3 represents H, Cl,CH3, or OCH3; R4 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group, a tolyl group, or an anisyl group; R5 represents H, a phenyl group which may be substituted with a COOM group, or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; R6 represents H or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; X represents SO3M or COOM; Y represents -CO- or -SO2-; m represents 1 or 2; n represents 0 or 1; A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a -COOM group, a hydroxyl group, an -SO3M group, and a halogen atom; and M represents an alkali metal, an ammonium group, or an organic amine salt.

Inventors

  • 👤 Hiroshi Takimoto
  • 👤 Tomio Yoneyama
  • 👤 Hideo Sano
  • 👤 Yukichi Murata
  • 👤 Masahiro Yamada

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 20:28
CPC Classifications
C; C09; C09D; C09D11/00; C09D11/30; C09D11/32; C09B; C09B31/00; C09B31/02; C09B31/08; C09B31/16; C09B31/18; C09D11/328

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 228 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general Formulae (I) to (VA): ##STR53## wherein R represents an alkyl group having 1 to 4 carbons, R 1 and R 2 each represents H, CH 3 , or OCH 3 ; R 3 represents H, Cl, CH 3 or OCH 3 ; R 4 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group, a tolyl group, or an anisyl group; R 5 represents H, a phenyl group which may be substituted with a COOM group, or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; R 6 represents H or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; X represents SO 3 M or COOM; Y represents --CO-- or --SO 2 --; m represents 1 or 2; n represents 0 or 1; A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a --COOM group, a hydroxyl group, an --SO 3 M group, and a halogen atom; and M represents an alkali metal, an ammonium group, or an organic amine salt.
Claim 2
Dependent Claim 228 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general Formulae (I) to (VA): ##STR53## wherein R represents an alkyl group having 1 to 4 carbons, R 1 and R 2 each represents H, CH 3 , or OCH 3 ; R 3 represents H, Cl, CH 3 or OCH 3 ; R 4 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group, a tolyl group, or an anisyl group; R 5 represents H, a phenyl group which may be substituted with a COOM group, or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; R 6 represents H or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; X represents SO 3 M or COOM; Y represents --CO-- or --SO 2 --; m represents 1 or 2; n represents 0 or 1; A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a --COOM group, a hydroxyl group, an --SO 3 M group, and a halogen atom; and M represents an alkali metal, an ammonium group, or an organic amine salt.
Claim 3
Dependent Claim 62 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general formula [I]: ##STR54## (wherein R 1 and R 2 each represents H, CH 3 , or OCH 3 ; M represents an alkali metal, an ammonium salt, or an organic amine salt; m represents 1 or 2; and n represents 0 or 1.
Claim 4
Dependent Claim 62 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general formula [I]: ##STR54## (wherein R 1 and R 2 each represents H, CH 3 , or OCH 3 ; M represents an alkali metal, an ammonium salt, or an organic amine salt; m represents 1 or 2; and n represents 0 or 1.
Claim 5
Dependent Claim 61 words
A recording liquid characterized by containing an aqueous medium and at least one dye selected from the dyes represented by general formula [II]: ##STR55## wherein X represents SO 3 M or COOM; R 1 and R 2 each represents H, CH 3 , or OCH 3 ; and M represents an alkali metal, NH 4 , or an organic amine salt.
Claim 6
Dependent Claim 61 words
A recording liquid characterized by containing an aqueous medium and at least one dye selected from the dyes represented by general formula [II]: ##STR55## wherein X represents SO 3 M or COOM; R 1 and R 2 each represents H, CH 3 , or OCH 3 ; and M represents an alkali metal, NH 4 , or an organic amine salt.
Claim 7
Dependent Claim 142 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general formula [III]: ##STR56## wherein R 3 represents H, Cl, CH 3 , or OCH 3 ; R 4 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group, a tolyl group, or an anisyl group; Y represents --CO-- or --SO 2 --; R 5 represents H, a phenyl group which may be substituted with a COOM group, or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; R 6 represents H or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; m represents 1 or 2; n represents 0 or 1; and M represents an alkali metal, NH 4 , or an organic amine salt group.
Claim 8
Dependent Claim 142 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general formula [III]: ##STR56## wherein R 3 represents H, Cl, CH 3 , or OCH 3 ; R 4 represents an alkyl group having 1 to 6 carbon atoms, a phenyl group, a tolyl group, or an anisyl group; Y represents --CO-- or --SO 2 --; R 5 represents H, a phenyl group which may be substituted with a COOM group, or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; R 6 represents H or an alkyl group having 1 to 3 carbon atoms which is substituted with a COOM group; m represents 1 or 2; n represents 0 or 1; and M represents an alkali metal, NH 4 , or an organic amine salt group.
Claim 9
Dependent Claim 102 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general Formula (IVA): ##STR57## wherein A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a --COOM group, a hydroxyl group, an --SO 3 M group, and a halogen atom; M represents an alkali metal, an ammonium group, or an organic amine salt; and R represents an alkyl group having 1 to 4 carbon atoms.
Claim 10
Dependent Claim 102 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general Formula (IVA): ##STR57## wherein A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a --COOM group, a hydroxyl group, an --SO 3 M group, and a halogen atom; M represents an alkali metal, an ammonium group, or an organic amine salt; and R represents an alkyl group having 1 to 4 carbon atoms.
Claim 11
Dependent Claim 102 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general Formula (VA): ##STR58## wherein A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a --COOM group, a hydroxyl group, an --SO 3 M group, and a halogen atom; M represents an alkali metal, an ammonium group, or an organic amine salt; and R represents an alkyl group having 1 to 4 carbon atoms.
Claim 12
Dependent Claim 102 words
A recording liquid comprising an aqueous medium and at least one dye selected from the dyes represented by general Formula (VA): ##STR58## wherein A represents a phenylene group which may have one or more members selected from the group consisting of an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, an amino group, a --COOM group, a hydroxyl group, an --SO 3 M group, and a halogen atom; M represents an alkali metal, an ammonium group, or an organic amine salt; and R represents an alkyl group having 1 to 4 carbon atoms.
Claim 13
Dependent Claim 19 words
A recording liquid according to claim 5, wherein at least two dyes represented by general formula [IVA] are employed.
Claim 14
Dependent Claim 19 words
A recording liquid according to claim 6, comprising at least two dyes represented by general formula [VA] are employed.
Claim 15
Dependent Claim 37 words
A recording liquid according to claim 1, wherein the dye represented by general formulae [I] to [VA] is contained in an amount of 0.5 to 5% by weight based on the total weight of the recording liquid.
Claim 16
Dependent Claim 61 words
A recording liquid according to claim 1, wherein the aqueous medium comprises water and a water-soluble organic solvent selected from the group consisting of ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol (#200), polyethylene glycol (#400), glycerol, N-methyl-pyrrolidone, N-ethyl-pyrrolidone, 2-pyrrolidone, 1,3-dimethyl-imidazolidinone, ethylene glycol monoallyl ether, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, dimethyl sulfoxide, and thiodiglycol.
Claim 17
Dependent Claim 45 words
A recording liquid according to claim 10, wherein the content of water is in the range of 45 to 93% by weight and the content of the water-soluble organic solvent is 5 to 50% by weight, based on the total amount of the recording liquid.
Claim 18
Dependent Claim 43 words
A recording liquid according to claim 5 further comprising at least 2 to 5% by weight of a dye represented by general Formula (IVA), 5 to 20% by weight of a glycol solvent, and 2 to 10% by weight of N-methylpyrrolidone or 2-pyrrolidone.
Claim 19
Dependent Claim 43 words
A recording liquid according to claim 6 further comprising at least 2 to 5% by weight of a dye represented by general Formula (VA), 5 to 20% by weight of a glycol solvent, and 2 to 10% by weight of N-methylpyrrolidone or 2-pyrrolidone.
Claim 20
Dependent Claim 43 words
A recording liquid according to claim 1 further comprising at least one of (a) 0.1 to 10% by weight of a compound selected from the group consisting of urea, thiourea, biuret, and semicarbazide; and (b) 0.001 to 5.0% by weight of a surfactant.
Claim 21
Dependent Claim 34 words
A colorant represented by general Formula (IVA): ##STR59## wherein R represents an alkyl group having 1 to 4 carbon atoms; and M represents an alkali metal, an ammonium group, or an organic amine salt.
Claim 22
Dependent Claim 34 words
A colorant represented by general Formula (IVA): ##STR59## wherein R represents an alkyl group having 1 to 4 carbon atoms; and M represents an alkali metal, an ammonium group, or an organic amine salt.
Claim 23
Dependent Claim 34 words
A colorant represented by general Formula (VA): ##STR60## wherein R represents an alkyl group having 1 to 4 carbon atoms; and M represents an alkali metal, an ammonium group, or an organic amine salt.
Claim 24
Dependent Claim 34 words
A colorant represented by general Formula (VA): ##STR60## wherein R represents an alkyl group having 1 to 4 carbon atoms; and M represents an alkali metal, an ammonium group, or an organic amine salt.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1998-12-25 1999-06-26 1999-12-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2002-12-25 2003-06-26 2003-12-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2006-12-25 2007-06-26 2007-12-26 $7700.00 Window Closed / Lapsed

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