GB1088045A - Polyamide pigment compositions - Google Patents
Polyamide pigment compositionsInfo
- Publication number
- GB1088045A GB1088045A GB2089263A GB2089263A GB1088045A GB 1088045 A GB1088045 A GB 1088045A GB 2089263 A GB2089263 A GB 2089263A GB 2089263 A GB2089263 A GB 2089263A GB 1088045 A GB1088045 A GB 1088045A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phthalocyanine
- copper
- pigment
- tris
- polyamide
- 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
Links
- 239000000049 pigment Substances 0.000 title abstract 19
- 239000004952 Polyamide Substances 0.000 title abstract 12
- 229920002647 polyamide Polymers 0.000 title abstract 12
- 239000000203 mixture Substances 0.000 title abstract 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 18
- 229910052802 copper Inorganic materials 0.000 abstract 18
- 239000010949 copper Substances 0.000 abstract 18
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 abstract 15
- 239000007983 Tris buffer Substances 0.000 abstract 14
- -1 phenylaminomethyl Chemical group 0.000 abstract 11
- FVDOBFPYBSDRKH-UHFFFAOYSA-N perylene-3,4,9,10-tetracarboxylic acid Chemical compound C=12C3=CC=C(C(O)=O)C2=C(C(O)=O)C=CC=1C1=CC=C(C(O)=O)C2=C1C3=CC=C2C(=O)O FVDOBFPYBSDRKH-UHFFFAOYSA-N 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 239000008187 granular material Substances 0.000 abstract 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 4
- 239000002904 solvent Substances 0.000 abstract 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- 229920002292 Nylon 6 Polymers 0.000 abstract 2
- 229920002302 Nylon 6,6 Polymers 0.000 abstract 2
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- WDEQGLDWZMIMJM-UHFFFAOYSA-N benzyl 4-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate Chemical compound OCC1CC(O)CN1C(=O)OCC1=CC=CC=C1 WDEQGLDWZMIMJM-UHFFFAOYSA-N 0.000 abstract 2
- 239000006229 carbon black Substances 0.000 abstract 2
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 235000019253 formic acid Nutrition 0.000 abstract 2
- 150000003949 imides Chemical class 0.000 abstract 2
- BSIHWSXXPBAGTC-UHFFFAOYSA-N isoviolanthrone Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C5C5=CC=CC=C5C(=O)C6=CC=C4C4=C3C2=C1C=C4 BSIHWSXXPBAGTC-UHFFFAOYSA-N 0.000 abstract 2
- 238000000465 moulding Methods 0.000 abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
- 239000012860 organic pigment Substances 0.000 abstract 2
- 239000002245 particle Substances 0.000 abstract 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- 125000001302 tertiary amino group Chemical group 0.000 abstract 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000013019 agitation Methods 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000011324 bead Substances 0.000 abstract 1
- 150000004985 diamines Chemical class 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 abstract 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000003801 milling Methods 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000004576 sand Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/006—Preparation of organic pigments
- C09B67/0063—Preparation of organic pigments of organic pigments with only macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/10—Encapsulated ingredients
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention comprises powdered compositions of a synthetic linear polyamide, a carbonaceous pigment which is insoluble in the polyamide and an organic pigment derivative having secondary or tertiary amino-groups in which particles of pigment and pigment derivative are enveloped in polyamide. Polyamides specified are nylon 6 and nylon 66. 50-1000% based on the weight of pigment may be used. Pigments specified include carbon black, copper and nickel phthalocyanine and substituted derivatives thereof, e.g. copper tetra-(tolylmercapto)phthalocyanine, the bis-iminazole from perylene - 3,4,9,10 - tetracarboxylic acid and o-phenylene diamine, bis-methylimide of perylene - 3,4,9,10 - tetracarboxylic acid and the bis(3,5-dimethylphenyl)imide of perylene-3,4,-9,10-tetracarboxylic acid. The pigment derivative may be of formula <FORM:1088045/C3/1> where A is a pigment residue, R1 is H, alkyl or hydroxyalkyl, R2 is alkyl, cycloalkyl, hydroxyalkyl, aminoalkyl, aralkyl and n=1-5. Alternatively it may be a polymeric product in which 2 or more pigment residues are linked by divalent nitrogen containing groups. 1-20% may be used. Derivatives specified include copper tris(isopropylaminomethyl)phthalocyanine, copper tris(cyclohexylaminomethyl)phthalocyanine, copper tris(phenylaminomethyl) - phthalocyanine, copper tris(isopropylaminomethyl) - tetra(tolylmercapto)phthalocyanine, bis (isopropylaminomethyl) isodibenzanthrone, a polymer from copper chloromethylphthalocyanine and copper tris(isopropylaminomethyl)-phthalocyanine and a polymer from copper tris (b - aminoethylaminomethyl) phthalocyanine and copper tris(chloromethyl)phthalocyanine. The composition may be prepared by dispersing the pigment in a solution of the polyamide in a water-soluble aliphatic acid, the solution also containing the pigment derivative, and adding a non-solvent to cause precipitation. The solvent may be 85-100% formic acid. The non-solvent may be alcohol, acetone or less than 50% formic acid. The dispersion may be prepared by gravel milling or by agitation with glass beads or sand. The precipitated material may be filtered off and dried or slurried with water before being applied to polyamide moulding granules. Reference has been directed by the Comptroller to Specification 838,668.ALSO:Polyamide moulding granules may be coated with a composition comprising a synthetic linear polyamide, a carbonaceous pigment which is insolube in the polyamide and an organic pigment derivative having secondary or tertiary amino-groups in which particles of pigment and pigment derivative are enveloped in polyamide. Polyamides specified are nylon 6 and nylon 66. 50-1000% based on the weight of pigment may be used. Pigments specified include carbon black, copper phthalocyanine, nickel phthalocyanine, copper tetra (tolylmercapto) phthalocyanine, the bis-iminazole from perylene-3,4,9,10-tetracarboxylic acid and ophenylene diamine, the bis-methylimide of perylene -3,4,9,10-tetracarboxylic acid and the bis(3,5-dimethylphenyl) imide of perylene-3,4, 9,10-tetracarboxylic acid. The pigment derivative may be of formula: <FORM:1088045/B1-B2/1> where A is a pigment residue, R1 is H, alkyl or hydroxyalkyl, R2 is alkyl, cycloalkyl, hydroxyalkyl, amino-alkyl, aralkyl and n=1-5. Alternatively it may be a polymeric product in which 2 or more pigment residues are linked by divalent nitrogen containing groups. 1-20% may be used. Derivatives specified include copper tris(isopropylamino-methyl) phthalocyanine, copper tris(cyclohexylaminomethyl) phthalocyanine, copper tris(phenylaminomethyl) phthalocyanine, copper tris(isopropylaminomethyl) tetra (tolylmercapto) phthalocyanine, bis(isopropylaminomethyl) isodibenzanthrone, a polymer of copper chloromethyl phthalocyanine and copper tris(isopropylaminomethyl) phthalocyanine and a polymer from copper tris(b -aminoethylaminomethyl) phthalocyanine and copper tris(chloromethyl) phthalocyanine. The composition composition dry or wet may be applied to the granules by tumbling. The granules may be spun into fibres. Reference has been directed by the Comptroller to Specification 838,668.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6405762A NL6405762A (en) | 1963-05-24 | 1964-05-22 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE648330 | 1964-05-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1088045A true GB1088045A (en) | 1967-10-18 |
Family
ID=3846565
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2089263A Expired GB1088045A (en) | 1963-05-24 | 1963-05-24 | Polyamide pigment compositions |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE648330A (en) |
| GB (1) | GB1088045A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2000157A (en) * | 1977-06-16 | 1979-01-04 | Dainippon Ink & Chemicals | Method for colouring thermoplastic resins |
| DE19925221B4 (en) * | 1998-06-02 | 2017-05-18 | Asahi Kasei Kabushiki Kaisha | Black colored reinforced polyamide resin composition |
-
1963
- 1963-05-24 GB GB2089263A patent/GB1088045A/en not_active Expired
-
1964
- 1964-05-22 BE BE648330D patent/BE648330A/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2000157A (en) * | 1977-06-16 | 1979-01-04 | Dainippon Ink & Chemicals | Method for colouring thermoplastic resins |
| GB2000157B (en) * | 1977-06-16 | 1982-01-20 | Dainippon Ink & Chemicals | Method for colouring thermoplastic resins |
| DE19925221B4 (en) * | 1998-06-02 | 2017-05-18 | Asahi Kasei Kabushiki Kaisha | Black colored reinforced polyamide resin composition |
Also Published As
| Publication number | Publication date |
|---|---|
| BE648330A (en) | 1964-11-23 |
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