CN1065555C - Red organic pigment and its use - Google Patents
Red organic pigment and its use Download PDFInfo
- Publication number
- CN1065555C CN1065555C CN97105016A CN97105016A CN1065555C CN 1065555 C CN1065555 C CN 1065555C CN 97105016 A CN97105016 A CN 97105016A CN 97105016 A CN97105016 A CN 97105016A CN 1065555 C CN1065555 C CN 1065555C
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- CN
- China
- Prior art keywords
- pigment
- organic pigment
- red organic
- red
- add
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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
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Paints Or Removers (AREA)
Abstract
The present invention provides a red organic pigment which is a eutectic body of a component A and a component B. The red organic pigment has the structure in a formula: R1, R2, R3=-H1, -C1, wherein the composition ratio is A: B=99-1:1-99. The red organic pigment is mainly used for the dye printing with paint and the dyeing of textile.
Description
The present invention is an organic red pigment.Structural formula is:
Be (A), (B) two component eutectic.
Roll up the 3rd phase of nineteen ninety-five 7-13 pages or leaves according to " dyestuffs industries " 32: on July 16th, 1994, German Government has been issued second batch of consumer's goods regulations, German Government forbids producing the textiles that produces carcinogenic aromatic amine azo dye dyeing with intake energy from January 1 nineteen ninety-five, and announces that every article that contact with human body skin all can not contain and can cause carcinogenic material.And the 3rd group of A I class of MAK (carcinogens) and A II class clear and definite 20 kinds of aromatic amines be banned substance.Relative pigment also belongs to the forbidding scope.Therefore exploitation is expected dye (face) that the harmless energy of health substitutes disabled kind, is when last important process.This work all is being devoted in countries in the world.
C. I. Pigment red 22 is gorgeous gold-tinted redness, is the textile coating stamp and one of the indispensable pigment variety that dyes.China's consumption is very big at present.It is to be formed by large red-based g and azoic coupling component AS coupling.Wherein large red-based g is the forbidding intermediate, therefore is badly in need of a kind of new organic red pigment and substitutes the C. I that faces forbidding. Pigment red 22.Up to the present, do not find the C. I as yet. the report of the alternative kind of Pigment red 22.
For addressing the above problem, we are based on domestic existing raw material and develop every performance and be equal to or be better than the C. I. the new variety of Pigment red 22, title compound promptly of the present invention.Wherein: R
1, R
2, R
3=-H ,-Cl;
Pigment of the present invention is (A), (B) two component eutectic, and this eutectic once obtains in synthetic.(A), (B) two component molecular ratios are (1-99) in the eutectic: (99-1).
The eutectic pigment of the present invention (A), (B) two components the preparation method as follows:
Embodiment 1:
In 250 ml beakers, add 5 grams 2, the 5-dichlorphenamide bulk powder, 9.1 grams, 30% hydrochloric acid, 20 ml waters were pulled an oar 30 minutes, added trash ice, were cooled to 0 ℃, added 2.1 gram Sodium Nitrite (being made into 20% aqueous solution) diazotization.The terminal point Sodium Nitrite is little excessive.
In 1000 ml beakers, add 100 ml waters, 3 gram sodium hydroxide are warmed up to 80 ℃, add azoic coupling component AS 6.3 grams and Naphthol AS-OL 1.76 grams, make its whole dissolvings.On the rocks, water is adjusted volume to 300 milliliter, and 25 ℃ of temperature add above-mentioned diazonium liquid in the coupling solution terminal point PH=7-8, stirred 15 minutes, and added hydrochloric acid and transfer PH=3, be heated to 90 ℃-100 ℃, insulated and stirred 45 minutes is filtered, washes, is dried, and gets powdery title pigment 12-13 gram.
Embodiment 2:
The operation of diazonium liquid formula is with embodiment 1.
Coupling solution prescription: in 1000 ml beakers, add 100 ml waters, 3 gram sodium hydroxide, be warmed up to 80 ℃, add azoic coupling component AS 6.3 grams and Naphthol AS-D 1.66 grams, treat that the dissolving clarification adds ice, water and adjusts volume to 300 milliliter, 25 ℃ of temperature add above-mentioned diazonium liquid in the coupling solution, and terminal point diazonium liquid is inexcessive, PH=7-8 stirred 15 minutes, added hydrochloric acid and transferred PH=3, be heated to 90 ℃-100 ℃, insulated and stirred 45 minutes is filtered, washes, is dried, and gets dry product 12-13 gram.
Embodiment 3:
In 250 ml beakers, add 5.9 gram 245 trichloroanilines, 9.1 restrain 30% hydrochloric acid, 20 ml waters were pulled an oar 30 minutes, added ice, water is adjusted volume to 150 milliliter, 0 ℃ of temperature, and it is little excessive to add 2.1 gram Sodium Nitrite (being made into 20% aqueous solution) terminal point Sodium Nitrites.
In 1000 ml beakers, add 100 ml waters, 3 gram sodium hydroxide, be warmed up to 80 ℃, add azoic coupling component AS 5.5 grams and Naphthol AS-D 2.5 grams, treat the dissolving clarification, add ice, water and adjust volume to 300 milliliter, 25 ℃ of temperature add diazonium liquid in the coupling solution, terminal point PH=7-8 stirred 15 minutes, added hydrochloric acid and transferred PH=3, be heated to 90 ℃-100 ℃, insulated and stirred 45 minutes is filtered, washes, is dried, and gets dry product 14 grams.
Eutectic pigment of the present invention is used for the pigment printing and the painted purposes of textiles.With the composite textile coating of making of eutectic pigment processing of the present invention, the requirement according to variant production in printing and dyeing industry is carried out stamp or dyeing with common process by usual method.With the C. I. Pigment red 22 contrasts are as follows:
C. I. paratonere 22 product appearance deep red powder deep red powder coloured light standard standard tinting strength, tinting power % 100 105 heat resistances of the present invention (C) 60 140 lights resistance (level) 5 5-6 acid resistances (level) 55 anti-cash (level) 25 oozing property of water (level) 45 oil absorption 50 ± 5 50 ± 5
Several dye well intermediates of mentioning among the present invention have been published in the dyestuff of being edited and publishing and distributing June nineteen ninety-five by the Ministry of Chemical Industry dyestuffs industries Scientific And Technical Intelligence Center station, pigment dyestuff Chemicals handbook, as:
1. the large red-based g publication is at 158 pages
2. azoic coupling component AS publication is at 189 pages
3.C. I. Pigment red 22 publications are at 1036 pages
4. the Naphthol AS-OL publication is at 210 pages
5. the Naphthol AS-D publication is at 208 pages
Claims (3)
1, a kind of organic red pigment, the eutectic of forming by (A), (B) two components; (A), (B) chemical structure is:
In the formula: R
1, R
2, R
3=-H ,-Cl;
2, organic red pigment according to claim 1, wherein the molecular ratio of (A), (B) two components is (1-99): (99-1).
3, organic red pigment according to claim 1 and 2 is used for the pigment printing and the painted purposes of textiles.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN97105016A CN1065555C (en) | 1997-01-13 | 1997-01-13 | Red organic pigment and its use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN97105016A CN1065555C (en) | 1997-01-13 | 1997-01-13 | Red organic pigment and its use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1188122A CN1188122A (en) | 1998-07-22 |
| CN1065555C true CN1065555C (en) | 2001-05-09 |
Family
ID=5167578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97105016A Expired - Fee Related CN1065555C (en) | 1997-01-13 | 1997-01-13 | Red organic pigment and its use |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1065555C (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102093742B (en) * | 2011-01-27 | 2013-04-17 | 杭州百合科莱恩颜料有限公司 | Synthesis method of azoic coupling component AS-D series pigment for aqueous application system and product obtained by synthesis method |
| CN106243771A (en) * | 2016-07-29 | 2016-12-21 | 山东阳光颜料有限公司 | A kind of preparation method of bonding agent printing aqueous color paste paratonere 22 |
| CN109370248A (en) * | 2018-11-20 | 2019-02-22 | 宣城英特颜料有限公司 | A kind of preparation method of permanent bordeaux pigment |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1088597A (en) * | 1992-12-07 | 1994-06-29 | Basf公司 | Comprise the dye mixture that has from the azoic dyestuff of the coupling component of diamino-pyridine series |
-
1997
- 1997-01-13 CN CN97105016A patent/CN1065555C/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1088597A (en) * | 1992-12-07 | 1994-06-29 | Basf公司 | Comprise the dye mixture that has from the azoic dyestuff of the coupling component of diamino-pyridine series |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1188122A (en) | 1998-07-22 |
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| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| FG4A | Grant of patent | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |