DE1469868C3 - Verwendung von heterocyclischen Farbstoffen zum Färben von Polyamiden in der Masse - Google Patents
Verwendung von heterocyclischen Farbstoffen zum Färben von Polyamiden in der MasseInfo
- Publication number
- DE1469868C3 DE1469868C3 DE1469868A DEC0024145A DE1469868C3 DE 1469868 C3 DE1469868 C3 DE 1469868C3 DE 1469868 A DE1469868 A DE 1469868A DE C0024145 A DEC0024145 A DE C0024145A DE 1469868 C3 DE1469868 C3 DE 1469868C3
- Authority
- DE
- Germany
- Prior art keywords
- yellow
- formula
- bulk
- polyamides
- dyes
- 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
- 239000000975 dye Substances 0.000 title claims description 15
- 239000004952 Polyamide Substances 0.000 title description 15
- 229920002647 polyamide Polymers 0.000 title description 15
- 238000004043 dyeing Methods 0.000 title description 3
- 125000000623 heterocyclic group Chemical group 0.000 title 1
- 239000000049 pigment Substances 0.000 claims description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 8
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 5
- 235000011037 adipic acid Nutrition 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000009987 spinning Methods 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- SPSSDDOTEZKOOV-UHFFFAOYSA-N 2,3-dichloroquinoxaline Chemical compound C1=CC=C2N=C(Cl)C(Cl)=NC2=C1 SPSSDDOTEZKOOV-UHFFFAOYSA-N 0.000 description 1
- VRVRGVPWCUEOGV-UHFFFAOYSA-N 2-aminothiophenol Chemical compound NC1=CC=CC=C1S VRVRGVPWCUEOGV-UHFFFAOYSA-N 0.000 description 1
- WGKYYZDYHYOKQV-UHFFFAOYSA-N 6,11-dihydroquinoxalino[2,3-b]quinoxaline Chemical compound C1=CC=C2N=C3NC4=CC=CC=C4NC3=NC2=C1 WGKYYZDYHYOKQV-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 229960001506 brilliant green Drugs 0.000 description 1
- HXCILVUBKWANLN-UHFFFAOYSA-N brilliant green cation Chemical compound C1=CC(N(CC)CC)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](CC)CC)C=C1 HXCILVUBKWANLN-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 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 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
- C08K5/3465—Six-membered rings condensed with carbocyclic rings
-
- 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
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
- C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
-
- 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
- C09B17/00—Azine dyes
- C09B17/005—Dyes containing at least four ortho-condensed rings with at least two ring N-atoms in the system, e.g. fluoflavine, fluorubine, fluorindine
-
- 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
- C09B57/00—Other synthetic dyes of known constitution
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Polyamides (AREA)
- Artificial Filaments (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT649881D IT649881A (enExample) | 1960-05-19 | ||
| CH576360A CH389900A (de) | 1960-05-19 | 1960-05-19 | Verfahren zum Färben organischer Erzeugnisse in der Masse mit Pigmentfarbstoffen |
| US103986A US3211694A (en) | 1960-05-19 | 1961-04-19 | Process of coloring polyamides in the melt with pigment dyestuffs |
| FR862167A FR1290568A (fr) | 1960-05-19 | 1961-05-17 | Procédé pour colorer ou teindre des produits organiques à l'aide de colorants pigmentaires |
| ES0267493A ES267493A1 (es) | 1960-05-19 | 1961-05-18 | Procedimiento para tenir productos organicos con colorantes de pigmento |
| DE1469868A DE1469868C3 (de) | 1960-05-19 | 1961-05-18 | Verwendung von heterocyclischen Farbstoffen zum Färben von Polyamiden in der Masse |
| NL264912D NL264912A (enExample) | 1960-05-19 | 1961-05-18 | |
| GB18402/61A GB924002A (en) | 1960-05-19 | 1961-05-19 | Process of colouring organic materials with pigment dyestuffs |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH576360A CH389900A (de) | 1960-05-19 | 1960-05-19 | Verfahren zum Färben organischer Erzeugnisse in der Masse mit Pigmentfarbstoffen |
| DE1469868A DE1469868C3 (de) | 1960-05-19 | 1961-05-18 | Verwendung von heterocyclischen Farbstoffen zum Färben von Polyamiden in der Masse |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1469868A1 DE1469868A1 (de) | 1969-11-13 |
| DE1469868B2 DE1469868B2 (de) | 1974-11-14 |
| DE1469868C3 true DE1469868C3 (de) | 1975-06-26 |
Family
ID=39512545
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1469868A Expired DE1469868C3 (de) | 1960-05-19 | 1961-05-18 | Verwendung von heterocyclischen Farbstoffen zum Färben von Polyamiden in der Masse |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3211694A (enExample) |
| CH (1) | CH389900A (enExample) |
| DE (1) | DE1469868C3 (enExample) |
| ES (1) | ES267493A1 (enExample) |
| FR (1) | FR1290568A (enExample) |
| GB (1) | GB924002A (enExample) |
| IT (1) | IT649881A (enExample) |
| NL (1) | NL264912A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT649881A (enExample) * | 1960-05-19 | |||
| DE1149477B (de) * | 1960-12-29 | 1963-05-30 | Basf Ag | Verfahren zur Herstellung von Fluorubin oder dessen Substitutionsprodukten |
| GB0520539D0 (en) * | 2005-10-08 | 2005-11-16 | Avecia Inkjet Ltd | Process compound, ink and use |
| CN112409785B (zh) * | 2019-08-21 | 2022-11-04 | 青岛瑞益信新材料科技有限公司 | 一种无卤阻燃尼龙材料及其制备方法 |
| CN110982256B (zh) * | 2019-11-26 | 2021-10-26 | 金旸（厦门）新材料科技有限公司 | 一种抗黄变高导热尼龙复合材料及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2671788A (en) * | 1954-03-09 | New pyrimidine derivatives | ||
| US2265127A (en) * | 1939-03-09 | 1941-12-09 | Du Pont | Pigment composition |
| US2341759A (en) * | 1942-05-13 | 1944-02-15 | Du Pont | Method of dispersing pigments in polyamides |
| US2663650A (en) * | 1949-06-15 | 1953-12-22 | Du Pont | Process for preparing coated silica particles and product obtained thereby |
| US2674598A (en) * | 1952-01-17 | 1954-04-06 | Monsanto Chemicals | 2-amino-4-methyl-6-alkylamino-pyrimidines and salts thereof |
| US2841504A (en) * | 1953-09-01 | 1958-07-01 | Wyandotte Chemicals Corp | Surface coated calcium carbonate pigments |
| CH350747A (de) * | 1957-08-16 | 1960-12-15 | Sandoz Ag | Verfahren zum Färben von natürlichen und künstlichen Harzen, Druckpasten, Ölen, Lacken und von Papierrohstoff |
| US2948721A (en) * | 1957-08-28 | 1960-08-09 | Ciba Ltd | Dioxazine dyestuffs |
| IT649881A (enExample) * | 1960-05-19 |
-
0
- IT IT649881D patent/IT649881A/it unknown
-
1960
- 1960-05-19 CH CH576360A patent/CH389900A/de unknown
-
1961
- 1961-04-19 US US103986A patent/US3211694A/en not_active Expired - Lifetime
- 1961-05-17 FR FR862167A patent/FR1290568A/fr not_active Expired
- 1961-05-18 NL NL264912D patent/NL264912A/xx unknown
- 1961-05-18 ES ES0267493A patent/ES267493A1/es not_active Expired
- 1961-05-18 DE DE1469868A patent/DE1469868C3/de not_active Expired
- 1961-05-19 GB GB18402/61A patent/GB924002A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1469868A1 (de) | 1969-11-13 |
| US3211694A (en) | 1965-10-12 |
| IT649881A (enExample) | |
| ES267493A1 (es) | 1961-11-16 |
| CH389900A (de) | 1965-03-31 |
| NL264912A (enExample) | 1964-06-10 |
| FR1290568A (fr) | 1962-04-13 |
| DE1469868B2 (de) | 1974-11-14 |
| GB924002A (en) | 1963-04-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 | ||
| C3 | Grant after two publication steps (3rd publication) |