DE2007848C3 - Pigmentfarbstoff, dessen Herstellung und Verwendung - Google Patents
Pigmentfarbstoff, dessen Herstellung und VerwendungInfo
- Publication number
- DE2007848C3 DE2007848C3 DE2007848A DE2007848A DE2007848C3 DE 2007848 C3 DE2007848 C3 DE 2007848C3 DE 2007848 A DE2007848 A DE 2007848A DE 2007848 A DE2007848 A DE 2007848A DE 2007848 C3 DE2007848 C3 DE 2007848C3
- Authority
- DE
- Germany
- Prior art keywords
- parts
- dye
- solvent
- dimethyl
- temperature
- 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 description 8
- 238000004519 manufacturing process Methods 0.000 title description 4
- 239000000975 dye Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 4
- -1 alkali metal acetates Chemical class 0.000 claims description 3
- 238000004040 coloring Methods 0.000 claims description 3
- 239000004922 lacquer Substances 0.000 claims description 3
- 239000004033 plastic Substances 0.000 claims description 3
- 229920003023 plastic Polymers 0.000 claims description 3
- 239000003495 polar organic solvent Substances 0.000 claims description 3
- 239000003292 glue Substances 0.000 claims description 2
- 239000000976 ink Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000007639 printing Methods 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 238000004043 dyeing Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 13
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000004408 titanium dioxide Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229920000180 alkyd Polymers 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- KEENQJKVECTQBT-UHFFFAOYSA-N 6,14-dichloro-2H-pyranthren-1-one Chemical compound C12=C3C4=C5C6=CC3=C(Cl)C=C2C=C2C=CC=CC2=C1C=C4C(Cl)=CC5=CC1=C6C=CCC1=O KEENQJKVECTQBT-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- XQGDNRFLRLSUFQ-UHFFFAOYSA-N 2H-pyranthren-1-one Chemical class C1=C(C2=C3C4=C56)C=CC3=CC5=C3C=CC=CC3=CC6=CC=C4C=C2C2=C1C(=O)CC=C2 XQGDNRFLRLSUFQ-UHFFFAOYSA-N 0.000 description 1
- JPVGNDHUQBNGGT-UHFFFAOYSA-N 4,5-diethyl-3-hexylphthalic acid Chemical compound CCCCCCC1=C(CC)C(CC)=CC(C(O)=O)=C1C(O)=O JPVGNDHUQBNGGT-UHFFFAOYSA-N 0.000 description 1
- SIIUCZGVLNNCPO-UHFFFAOYSA-N C1=C2C(C=C(Cl)C(C3=O)Cl)=C3C=C(C=C3)C2=C2C3=CC3=C(C=CC=C4)C4=CC4=CC=C1C2=C34 Chemical compound C1=C2C(C=C(Cl)C(C3=O)Cl)=C3C=C(C=C3)C2=C2C3=CC3=C(C=CC=C4)C4=CC4=CC=C1C2=C34 SIIUCZGVLNNCPO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005431 alkyl carboxamide group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- YOCIQNIEQYCORH-UHFFFAOYSA-M chembl2028361 Chemical compound [Na+].OC1=CC=C2C=C(S([O-])(=O)=O)C=CC2=C1N=NC1=CC=CC=C1 YOCIQNIEQYCORH-UHFFFAOYSA-M 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- XVDLPCGEQNXIJG-UHFFFAOYSA-N sodium;2,2,2-trichloroacetaldehyde Chemical compound [Na].ClC(Cl)(Cl)C=O XVDLPCGEQNXIJG-UHFFFAOYSA-N 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000005406 washing Methods 0.000 description 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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/40—Pyranthrones
- C09B3/42—Preparation by synthesis of the nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2007848A DE2007848C3 (de) | 1970-02-20 | 1970-02-20 | Pigmentfarbstoff, dessen Herstellung und Verwendung |
| CH166171A CH532632A (de) | 1970-02-20 | 1971-02-04 | Verfahren zur Herstellung eines neuen Pigmentfarbstoffes |
| US00115826A US3790603A (en) | 1970-02-20 | 1971-02-16 | 6,14-dichloropyranthrone |
| CA105,646A CA946382A (en) | 1970-02-20 | 1971-02-17 | Pigment dye |
| FR717105523A FR2080652B1 (https=) | 1970-02-20 | 1971-02-18 | |
| NL7102267A NL7102267A (https=) | 1970-02-20 | 1971-02-19 | |
| JP46007442A JPS5144137B1 (https=) | 1970-02-20 | 1971-02-19 | |
| GB2224071A GB1330725A (en) | 1970-02-20 | 1971-04-19 | 6,14 dichloro pyranthrone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2007848A DE2007848C3 (de) | 1970-02-20 | 1970-02-20 | Pigmentfarbstoff, dessen Herstellung und Verwendung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2007848A1 DE2007848A1 (de) | 1971-09-09 |
| DE2007848B2 DE2007848B2 (de) | 1974-04-25 |
| DE2007848C3 true DE2007848C3 (de) | 1974-12-05 |
Family
ID=5762839
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2007848A Expired DE2007848C3 (de) | 1970-02-20 | 1970-02-20 | Pigmentfarbstoff, dessen Herstellung und Verwendung |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3790603A (https=) |
| JP (1) | JPS5144137B1 (https=) |
| CA (1) | CA946382A (https=) |
| CH (1) | CH532632A (https=) |
| DE (1) | DE2007848C3 (https=) |
| FR (1) | FR2080652B1 (https=) |
| GB (1) | GB1330725A (https=) |
| NL (1) | NL7102267A (https=) |
-
1970
- 1970-02-20 DE DE2007848A patent/DE2007848C3/de not_active Expired
-
1971
- 1971-02-04 CH CH166171A patent/CH532632A/de not_active IP Right Cessation
- 1971-02-16 US US00115826A patent/US3790603A/en not_active Expired - Lifetime
- 1971-02-17 CA CA105,646A patent/CA946382A/en not_active Expired
- 1971-02-18 FR FR717105523A patent/FR2080652B1/fr not_active Expired
- 1971-02-19 JP JP46007442A patent/JPS5144137B1/ja active Pending
- 1971-02-19 NL NL7102267A patent/NL7102267A/xx unknown
- 1971-04-19 GB GB2224071A patent/GB1330725A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH532632A (de) | 1973-01-15 |
| NL7102267A (https=) | 1971-08-24 |
| JPS5144137B1 (https=) | 1976-11-26 |
| CA946382A (en) | 1974-04-30 |
| DE2007848A1 (de) | 1971-09-09 |
| GB1330725A (en) | 1973-09-19 |
| DE2007848B2 (de) | 1974-04-25 |
| FR2080652A1 (https=) | 1971-11-19 |
| FR2080652B1 (https=) | 1974-06-21 |
| US3790603A (en) | 1974-02-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2628409C3 (de) | Verfahren zur Herstellung von Pigmentfarbstoffen | |
| DE1914271C3 (de) | Verfahren zur Herstellung farbstarker transparenter Pigmente der Isoindolinreihe | |
| EP0348347A2 (de) | Verfahren zur Herstellung fester Lösungen von Chinacridonen | |
| EP0017214B1 (de) | Neue Isoindolinfarbstoffe und deren Verwendung | |
| EP0225553A2 (de) | Azofarblacke | |
| EP3508536A1 (de) | Methinfarbstoffe zum massefärben von synthetischen polyamiden | |
| DE102007008140A1 (de) | Diketopyrrolopyrrol-Mischkristalle mit hoher Transparenz | |
| DE2007848C3 (de) | Pigmentfarbstoff, dessen Herstellung und Verwendung | |
| DE3007301A1 (de) | Neue isoindolinfarbstoffe | |
| DE1960897C3 (de) | Lineare trans- Chinacridon-Pigmente, Verfahren zu ihrer Herstellung und mit ihnen gefärbte Lacke, Druckfarben und Kunststoffe | |
| DE2025111A1 (de) | Substituierte Azomethinverbindungen | |
| DE69917897T2 (de) | Gelbes pteridin mit einem farbton-winkel von mindestens 98 | |
| DE2147024A1 (de) | Farbstoffe der perylentetracarbonsaeurediimidreihe | |
| DE3327564A1 (de) | Lasierende, farbstarke isoindolinpigmente, deren herstellung und verwendung | |
| DE2146027A1 (de) | Farbstoffe der perylentetracarbonsaeurediimidreihe | |
| DE2257672C3 (de) | Verwendung eines Anthrachinonoxadiazols als Pigmentfarbstoff | |
| DE2451780C2 (de) | Verwendung von perylentetracarbonsaeurediimiden als schwarzfarbstoffe | |
| DE2017450C3 (de) | Farbstoffe der Pyranthronreihe und Verfahren zu ihrer Herstellung | |
| DE2451783C2 (de) | Verwendung eines perylen-3.4.9.10- tetracarbonsaeurebisimids als schwarzfarbstoff | |
| DE2116048C3 (de) | Farbstoff der Perylentetracarbonsäurediimidreihe | |
| DE2714778A1 (de) | Verfahren zur herstellung einer deckenden pigmentform des perylen-3,4, 9,10-tetracarbonsaeure-bis(2',5'-dimethylphenyl)imids | |
| CH562852A5 (en) | Perylene tetracarboxylic diimide dyes - contg n-substd pyrazole groups,for mass-colouring of plastics | |
| DE1285648B (de) | Verfahren zur Herstellung von Metallkomplexverbindungen | |
| DE2132545A1 (de) | Chlorpyranthrone | |
| DE3422757A1 (de) | Perylen-3,4,9,10-tetracarbonsaeurediimid-farbstoff |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8330 | Complete disclaimer |