CN1188122A - Red organic pigment and its use - Google Patents
Red organic pigment and its use Download PDFInfo
- Publication number
- CN1188122A CN1188122A CN97105016A CN97105016A CN1188122A CN 1188122 A CN1188122 A CN 1188122A CN 97105016 A CN97105016 A CN 97105016A CN 97105016 A CN97105016 A CN 97105016A CN 1188122 A CN1188122 A CN 1188122A
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- CN
- China
- Prior art keywords
- pigment
- add
- organic pigment
- red
- red organic
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Classifications
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- 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
Abstract
The present invention provides a red organic pigment and its application. Said red organic pigment is an eutectic body made up by using component A and component B, mainly is used for textile printing and dyeing.
Description
The present invention is an organic red pigment.Structural formula is:
Be [A], [B] two component eutectic.
According to " dyestuffs industries " 32 volume the 3rd phase of nineteen ninety-five 7-13 pages or leaves.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 AI class of MAK (carcinogens) and AII 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. Pigment red 22 that faces forbidding.Up to the present, do not find the report of the alternative kind of C.I. Pigment red 22 as yet.
For addressing the above problem, we are based on domestic existing raw material and develop the new variety that every performance is equal to or is better than C.I. Pigment red 22, title compound promptly of the present invention.Wherein: R
1, R
2, R
3=-H ,-Cl
The preparation method of the eutectic pigment of the present invention [A], [B] two components is as follows:
Embodiment 1:
In 250 ml beakers, add 5 gram 2.5-dichlorphenamide bulk powders, 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 AS6.3 gram and Naphthol AS-OL 1.76 grams, make its whole dissolvings.On the rocks, water is adjusted 300 milliliters of volumes, and 25 ℃ of temperature add above-mentioned diazonium liquid in the coupling solution, terminal point PH=7-8 stirred 15 minutes, added hydrochloric acid and transferred to PH=3, is heated to 90 ℃-100 ℃, powdery title pigment 12-13 gram is filtered, washes, dries, got to insulated and stirred 45 minutes.
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 are warming up to 80 ℃, add azoic coupling component AS6.3 gram and Naphthol AS-D 1.66 grams, treat that dissolving clarification adds ice, water and adjusts volume to 300 milliliter, 25 ℃ of temperature are poured above-mentioned diazonium liquid in the coupling solution into, and terminal point diazonium liquid is inexcessive, PH=7-8 stirred 15 minutes, add hydrochloric acid and transfer PH=3, be warming up to 90-100 ℃ of insulated and stirred 45 minutes, filter, wash, dry to such an extent that dry powder 12 to 13 restrains.
Embodiment 3:
Add 2.4.5-trichloroaniline 5.9 grams in 250 ml beakers, 9.1 grams, 30% hydrochloric acid, 20 ml waters, pulled an oar 30 minutes, add ice, water and adjust volume to 150 milliliter, 0 ℃ of temperature, it is little excessive to add 2.1 gram Sodium Nitrite (being made into 20% aqueous solution) terminal point Sodium Nitrites.
Add 100 ml waters in 1000 ml beakers, 3 gram sodium hydroxide are warmed up to 80 ℃, add azoic coupling component AS5.5 gram and Naphthol AS-D 2.5 grams, treat the dissolving clarification, add ice, water and adjust volume to 300 milliliter, 25 ℃ of temperature are poured diazonium liquid in the coupling solution into, terminal point PH=7-8, stirred 15 minutes, add hydrochloric acid and transfer PH=3, be heated to 90-100 ℃, insulated and stirred 45 minutes, filter, wash, dry, get dry product 14 grams.
Eutectic pigment of the present invention is mainly used in textile coating stamp and dyeing.As follows with 22 contrasts of C.I. Pigment red:
C.I. Pigment red 22 products of the present invention
Outward appearance deep red powder deep red powder
Coloured light standard standard
Tinting strength % 100 105
Thermotolerance (℃) 60 140
Photostabilization (level) 5 5-6
Acid resistance (level) 55
Anti-cash (level) 25
Oozing property of water (level) 45
Oil number 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. the present invention proposes a kind of organic red pigment, the eutectic that this pigment is made up of [A], [B] two components; [A], [B] chemical structure are:
In the formula: R
1, R
2, R
3=-H ,-Cl
2. the molecular ratio of [A], [B] two components is [1-99] in the organic red pigment according to claim 1: [99-1].
3. be mainly used in textile coating stamp and dyeing according to claim 1,2 described organic red pigments.
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 true CN1188122A (en) | 1998-07-22 |
| CN1065555C 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) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102093742A (en) * | 2011-01-27 | 2011-06-15 | 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 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2135438T3 (en) * | 1992-12-07 | 1999-11-01 | Basf Ag | DYE BLENDS CONTAINING AZOIC DYES WITH A COPULATION COMPONENT OF THE DIAMINOPYRIDINE SERIES. |
-
1997
- 1997-01-13 CN CN97105016A patent/CN1065555C/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102093742A (en) * | 2011-01-27 | 2011-06-15 | 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 |
| 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 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1065555C (en) | 2001-05-09 |
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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 |