GB772800A - Stable finely divided alkyl amine dyes - Google Patents

Stable finely divided alkyl amine dyes

Info

Publication number
GB772800A
GB772800A GB19038/53A GB1903853A GB772800A GB 772800 A GB772800 A GB 772800A GB 19038/53 A GB19038/53 A GB 19038/53A GB 1903853 A GB1903853 A GB 1903853A GB 772800 A GB772800 A GB 772800A
Authority
GB
United Kingdom
Prior art keywords
acid
alkyl amine
disulphonic
silica gel
activated silica
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB19038/53A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Allied Corp
Original Assignee
Allied Chemical and Dye Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Allied Chemical and Dye Corp filed Critical Allied Chemical and Dye Corp
Publication of GB772800A publication Critical patent/GB772800A/en
Expired legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00Nanotechnology for materials or surface science, e.g. nanocomposites
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00Dyes not provided for by a single group of this subclass
    • C09B69/02Dyestuff salts, e.g. salts of acid dyes with basic dyes
    • C09B69/04Dyestuff salts, e.g. salts of acid dyes with basic dyes of anionic dyes with nitrogen containing compounds
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/28Compounds of silicon
    • C09C1/30Silicic acid
    • C09C1/3063Treatment with low-molecular organic compounds
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/60Particles characterised by their size
    • C01P2004/61Micrometer sized, i.e. from 1-100 micrometer
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/60Particles characterised by their size
    • C01P2004/62Submicrometer sized, i.e. from 0.1-1 micrometer
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/60Particles characterised by their size
    • C01P2004/64Nanometer sized, i.e. from 1-100 nanometer
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/12Surface area
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/19Oil-absorption capacity, e.g. DBP values
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/80Compositional purity
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00Physical properties of inorganic compounds
    • C01P2006/80Compositional purity
    • C01P2006/82Compositional purity water content

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Nanotechnology (AREA)
  • Physics & Mathematics (AREA)
  • Composite Materials (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Lubricants (AREA)
  • Printing Plates And Materials Therefor (AREA)

Abstract

The invention comprises dry free-flowing particulate pigments produced by a process wherein an alkyl amine salt of an organic dyestuff acid derived from an alkyl amine of formula <FORM:0772800/IV(b)/1> in which R and R1 are alkyl radicals containing 4 to 20 carbon atoms and R11 is hydrogen or an alkyl group containing 4 to 20 carbon atoms is admixed with an activated silica gel which has a surface area of at least 100 square meters, and preferably 180 to 900 square meters per gram, an oil absorption value of at least 100, and preferably 150 to 180, and an average particle size of 0.01 to 50 microns, and preferably 0.02 to 20 microns. From 1 to 25 parts and preferably from 5 to 15 parts by weight of activated silica gel are used per 100 parts by weight of alkyl amine salt of organic dyestuff acid. The dyestuffs contain acid or acid salt groups, especially -COOM and -SO2OM wherein M is hydrogen or metal and when the dyestuff contains two or more such groups the same number of alkyl amine salt groups is formed. Preferably the alkyl amine salt of the dyestuff acid is formed in a liquid medium, such as an aqueous medium, separated from the liquid, the activated silica gel mixed therewith and the mixture dried and ground. In examples the following alkyl amine salts of organic dyestuff acids are prepared in aqueous medium, separated, mixed with activated silica gel, dried and ground: di 2 - ethylhexyl) amine and aniline --> 1 - p - sulphophenyl - 3 - methyl - 5 - pyrazolone or copper phthalocyanine mono- and disulphonic acids or the mixture obtained by coupling 1 mol of 1 : 8 - dihydroxynaphthalene - 3 : 6 - disulphonic acid with 1 mol of a diazotized mixture of o-anisidine and 4 - amino - 3 - methoxy - 21 - methoxyphenylazo - benzene or aminoazobenzene --> 2 - hydroxynaphthalene - 6 : 8 - disulphonic acid or sulphanilic acid --> b -naphthol or 1 - amino - 4 - (41 - toluidino) anthraquinone - 2 : 21 - disulphonic acid or 4 - nitroaniline --> 1 - amino - 8 - hydroxynaphthalene - 3 : 6 - disulphonic acid \sM metanilic acid; di-octadecylamine and copper phthalocyanine mono- or di-sulphonic acids; and dicetylamine and aminoazobenzene --> 2 - hydroxynaphthalene - 6 : 8 - disulphonic acid.ALSO:The invention comprises dry free-flowing Particulate pigments produced by a process wherein an alkyl amine salt of an organic dyestuc acid derived from an alkyl amine of formula <FORM:0772800/III/1> in which R and R1 are alkyl radicals containing 4 to 20 carbon atoms and R11 is hydrogen or an alkyl group containing 4 to 20 carbon atoms is admixed with an activated silica gel which has a surface area of at least 100 squre meters, and preferably 180 to 900 square meters per gram, an oil absorption value of at least 100, and preferably 150 to 180, and an average particle size of 0.01 to 50 microns, and preferably 0.02 to 20 microns. From 1 to 25 parts and preferably from 5 to 15 parts by weight of activated silica gel are used per 100 parts by weight of alkyl amine salt of organic dyestuff acid. The dyestuffs contain acid or acid salt groups, especially - COOM and -SO2OM wherein M is hydrogen or metal and when the dyestuff contains two or more such groups the same number of alkyl amine salt groups is formed. Preferably the alkyl amine salt of the dyestuff acid is formed in a liquid medium, such as an aqueous medium, separated from the liquid, the activated silica gel mixed therewith and the mixture dried and ground. In examples the following alkyl amine salts of organic dyestuff acids are prepared in aqueous medium, separated, mixed with activated silica gel, dried and ground: di (2-ethylhexyl) amine and aniline --> 1 - p - sulphophenyl - 3 - methyl - 5 - pyrazolone or copper phthalocyanine mono- and disulphonic acids or the mixture obtained by coupling 1 mol of 1 : 8-dihydroxynaphthalene - 3 : 6 - disulphonic acid with 1 mol of a diazotized mixture of o-anisidine and 4-amino - 3 - methoxy - 21 - methoxyphenylazo-benzene or aminoazobenzene --> 2 - hydroxy naphthalene -6 : 8 - disulphonic acid or sulphanilic acid --> b - naphthol or 1 - amino - 4 - (41 - toluidino) anthraquinone - 2 : 21 - disulphonic acid or 4 - nitroaniline --> 1 - amino - 8 - hydroxynaphthalene- 3 : 6 - disulphonic acid \sM metanilic acid; di-octadecylamine and copper phthalocyanine mono- or di-sulphonic acids; and dicetylamine and aminoazobenzene --> 2 - hydroxynaphthalene - 6 : 8 - disulphonic acid.
GB19038/53A 1952-07-12 1953-07-09 Stable finely divided alkyl amine dyes Expired GB772800A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US772800XA 1952-07-12 1952-07-12

Publications (1)

Publication Number Publication Date
GB772800A true GB772800A (en) 1957-04-17

Family

ID=22137145

Family Applications (1)

Application Number Title Priority Date Filing Date
GB19038/53A Expired GB772800A (en) 1952-07-12 1953-07-09 Stable finely divided alkyl amine dyes

Country Status (1)

Country Link
GB (1) GB772800A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4668774A (en) * 1984-05-03 1987-05-26 Basf Aktiengesellschaft 2-ethylhexylamine salts of anionic monoazo dyes
FR2605012A1 (en) * 1986-10-10 1988-04-15 Rhone Poulenc Chimie COLORED PIGMENTS BASED ON A SILICA TYPE, ALUMINUM OR TITANIUM OR ZIRCONIUM OXIDE AND METHODS FOR PREPARING THE SAME.
EP0839873A1 (en) * 1996-10-31 1998-05-06 Basf Aktiengesellschaft Preparation process of copper phthalocyanine dyes containing sulfonic acid groups

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4668774A (en) * 1984-05-03 1987-05-26 Basf Aktiengesellschaft 2-ethylhexylamine salts of anionic monoazo dyes
FR2605012A1 (en) * 1986-10-10 1988-04-15 Rhone Poulenc Chimie COLORED PIGMENTS BASED ON A SILICA TYPE, ALUMINUM OR TITANIUM OR ZIRCONIUM OXIDE AND METHODS FOR PREPARING THE SAME.
EP0266248A1 (en) * 1986-10-10 1988-05-04 Rhone-Poulenc Chimie Coloured pigments based on a mineral oxide of the silica, alumina, titanium oxide or zirconium oxide type, and processes for preparing them
AU608542B2 (en) * 1986-10-10 1991-04-11 Rhone-Poulenc Chimie Coloured pigments based on a mineral oxide of the silica, alumina or titanium or zirconium oxide-type and their preparation process
US5074917A (en) * 1986-10-10 1991-12-24 Rhone-Poulenc Chimie Novel oxide/dye pigmentary colorants
EP0839873A1 (en) * 1996-10-31 1998-05-06 Basf Aktiengesellschaft Preparation process of copper phthalocyanine dyes containing sulfonic acid groups
US5847113A (en) * 1996-10-31 1998-12-08 Basf Aktiengesellschaft Preparation of sulfo-containing copper phthalocyanine dyes

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