CN107163614A - A kind of permanent bordeaux pigment and preparation method thereof - Google Patents
A kind of permanent bordeaux pigment and preparation method thereof Download PDFInfo
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- CN107163614A CN107163614A CN201710416899.9A CN201710416899A CN107163614A CN 107163614 A CN107163614 A CN 107163614A CN 201710416899 A CN201710416899 A CN 201710416899A CN 107163614 A CN107163614 A CN 107163614A
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- permanent bordeaux
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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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
- C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series
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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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
The invention belongs to method for preparing pigment technical field, more particularly to a kind of permanent bordeaux pigment and preparation method thereof, including following each component by weight：Large red-based g：2%‑4%；Hydrochloric acid：4%‑6%；Natrium nitrosum：1%‑3%；Sulfamic acid：0.1%‑1%；Azoic coupling component AS：4%‑7%；Liquid caustic soda：2%‑5%；Sodium acetate：0.5%‑2%；Flake ice：20%‑25%；Water：58% 65%, and a kind of preparation method of permanent bordeaux pigment.The present invention prepares the good permanent bordeaux pigment of using effect by the control of each composition proportion of permanent bordeaux pigment and method technique, the present invention have the advantages that preparation method is easy and preparation obtained by pigment using effect it is good.
Description
Technical field
The invention belongs to method for preparing pigment technical field, more particularly to a kind of permanent bordeaux pigment and preparation method thereof.
Background technology
Current China is not only the big producer of organic pigment, while being increasingly becoming the use big country of organic pigment, face
Material has enter into the every field of people's life, and multicoloured color has brought endless joy.With material and
The development of spiritual civilization, it is more and more important the problem of environmentally friendly, the problem of to there has been proposed how to preserve the ecological environment, for having
The safety issue of machine pigment, European Union promulgated REACH regulations first on June 1st, 2007, and regulation organic pigment is prohibitted the use of
24 kinds of aromatic amines with carcinogenicity, eight big harmful heavy metal contents can not be exceeded.According to this requirement, during we live
The textile used, such as art ticking, most of quilt cover do not meet environmental requirement, and foreign countries emphasize low stainization and reach height
Two target bindings of performance, in order to improve the ecological environment, open up the international market of organic pigment, organic pigment is also necessary
Meet the requirement of environmental protection.
Patent application publication number is that the Chinese invention patent that the A of CN 105062197, data of publication of application are 2015.11.18 is public
A kind of environmental-friendly nitryl ink permanent bordeaux composite pigment and preparation method thereof is opened, by the component system for including following parts by weight
Into：2BL2-4 parts of permanent bordeaux, 15-25 parts of polyethylene glycol diamines, 11-20 parts of acetone, 5-11 parts of zinc oxide, 5-9 parts of paraffin oil, receive
3-6 parts of silica of rice, 2-3 parts of butyl acetate, 1-3 parts of ammonium persulfate, 0.5-1 parts of IPD and benzoyl peroxide
0.5-1 parts, the invention additionally provides a kind of preparation method of environmental-friendly nitryl ink permanent bordeaux composite pigment.
But the pigment in the patent of invention has using effect poor, preparation method has the problem of technique is complicated.
The content of the invention
It is an object of the invention to provide a kind of permanent bordeaux pigment and preparation method thereof, it can pass through each composition of permanent bordeaux pigment
The control of proportioning and method technique, prepares the good permanent bordeaux pigment of using effect, and the present invention has preparation method easy and system
For the good advantage of the pigment using effect of gained.
The solve the above problems technical scheme of use of the present invention is：A kind of permanent bordeaux pigment, including by weight following
Each component：
Large red-based g：2%-4%；
Hydrochloric acid：4%-6%；
Natrium nitrosum：1%-3%；
Sulfamic acid：0.1%-1%；
Azoic coupling component AS：4%-7%；
Liquid caustic soda：2%-5%；
Sodium acetate：0.5%-2%；
Flake ice：20%-25%；
Water：58%-65%.
Further preferred technical scheme is：The hydrochloric acid mass fraction is 30%.
Further preferred technical scheme is：The liquid caustic soda mass fraction be 20%-35%, solute be sodium hydroxide and
Potassium hydroxide.
Further preferred technical scheme is：Active ingredient 2- amino -4- nitrotoleunes in the large red-based g
Mass fraction be 78%-85%.
Further preferred technical scheme is：The natrium nitrosum, sulfamic acid, the purity of azoic coupling component AS and sodium acetate
As mass fraction, purity range is 98%-100%.
A kind of preparation method of permanent bordeaux pigment, comprises the following steps：
（1）In sour environment, large red-based g solution, flake ice and sodium nitrite solution are sequentially added, occurs diazotising anti-
Should, and sulfamic acid solution is added after abundant reaction, diazo liquid is made；
（2）Azoic coupling component AS solution, flake ice and sodium acetate solution are sequentially added in water, coupling solution is made after being sufficiently stirred for；
（3）Coupling solution is first held in coupling bucket, then diazo liquid is added dropwise, after multiple stirring and pH regulation operations, heating
Stand and press filtration, obtain pigment product.
Further preferred technical scheme is：Step（1）In, sour environment includes the hydrochloric acid of 30% parts by weight, adds big
Stirred after red base G solution and be cooled to 0-3 DEG C by adding flake ice, add sodium nitrite solution, occur diazo-reaction,
After question response system to alkalescence, stir and add sulfamic acid solution, diazo liquid is made.
Further preferred technical scheme is：Step（2）In, azoic coupling component AS solution includes the liquid caustic soda of 30% parts by weight, color
Phenol AS solution is cooled to 15-18 DEG C after being completely dissolved by adding flake ice, then is added by way of being slowly added dropwise, quickly stirring
Sodium acetate solution, all adds and is finally slowly stirred again after finishing, coupling solution is made.
Further preferred technical scheme is：Step（3）In, diazo liquid is added dropwise for the first time into coupling solution so that pH
Near 4.1-4.4, adds liquid caustic soda, pH is to 5.5-5.9 for regulation, second of dropwise addition diazo liquid, until pH returns 4.1-4.4 models
Enclose, coupling reaction is finished, finally carry out pH regulations and heating temperature control operation.
Further preferred technical scheme is：Step（3）In, coupling reaction is stirred after finishing and is rapidly heated to 60-
65 DEG C, it is incubated and adjusts pH to 9.0-9.5, is stood after stirring, treat press filtration to obtain pigment product.
The present invention prepares the good permanent bordeaux of using effect by the control of each composition proportion of permanent bordeaux pigment and method technique
Pigment, the present invention have the advantages that preparation method is easy and preparation obtained by pigment using effect it is good.
Embodiment
As described below is only presently preferred embodiments of the present invention, non-that the scope of the present invention is defined.
Embodiment 1：A kind of permanent bordeaux pigment and preparation method thereof, comprises the following steps：
（1）5000kg water is first added in diazonium bucket and 1350kg mass fractions are 30% hydrochloric acid, and is stirred, then is added
Enter large red-based g solution（2000kg water+980kg large red-based gs, are pre-configured with）, and be stirred, then add 3300kg pieces
Ice adjusts temperature of reaction system to 1 DEG C, after sodium nitrite solution is slowly added dropwise in 2h time again after temperature stabilization（2000kg water
+ 450kg natrium nitrosums, are pre-configured with）, stirred when being added dropwise, to carry out diazo-reaction, it is blueness repeatedly to measure pH test paper,
I.e. pH stable is in 10 or so rear addition sulfamic acid solutions（1000kg water+80kg sulfamic acids, are pre-configured with）, diazotising is anti-
It should terminate；
（2）5000kg water and azoic coupling component AS solution are first added in dissolving bucket（1800kg water+200kg mass fractions are 30% hydrogen
Sodium hydroxide solution+1200kg azoic coupling component AS, are pre-configured with）, stirring and dissolving 8-10h is until be completely dissolved, then be all added to coupling
In bucket, and flake ice 4000kg is added, be cooled to 15 DEG C, then add sodium acetate solution（2200kg water+200kg sodium acetates, in advance
Configuration）And control to be slowly added dropwise in 35min to finish, dropwise addition process is quickly stirred, and 10min is slowly stirred after completion of dropwise addition,
Coupling solution is prepared and finished；
（3）By diazo liquid be slowly added into coupling bucket in, to pH be 4.2 when stop add, change plus mass fraction be 30% hydrogen
Sodium oxide molybdena, until pH is adjusted to 5.7, then is added dropwise diazo liquid until pH is returned to 4.2 again, the present invention time is 5h, with
It is upper to complete whole coupling reaction；
（4）To step（3）In obtained pigment crude product be stirred heating, to 60 DEG C, and be incubated 1.5h, be with mass fraction
30% sodium hydroxide regulation pH to 9.2, the stirring and 2h for finally carrying out 10min is stood, and pigment product is obtained by filter press.
In the present embodiment, diazo liquid preparation, coupling solution preparation and the step of coupling reaction three is passed sequentially through to be made forever solid
Red so that the present invention has the advantages that preparation method is simple and efficient.To the pigment product finally obtained in the present embodiment, just
Fineness, weatherability, four aspects of light resistance and solvent resistance are tested and analyzed, and record result to make comparisons.
Embodiment 2：A kind of permanent bordeaux pigment and preparation method thereof, comprises the following steps：
（1）4800kg water is first added in diazonium bucket and 1250kg mass fractions are 30% hydrochloric acid, and is stirred, then is added
Enter large red-based g solution（2000kg water+950kg large red-based gs, are pre-configured with）, and be stirred, then add 3200kg pieces
Ice adjusts temperature of reaction system to 2 DEG C, after sodium nitrite solution is slowly added dropwise in 2h time again after temperature stabilization（2000kg water
+ 420kg natrium nitrosums, are pre-configured with）, stirred when being added dropwise, to carry out diazo-reaction, it is blueness repeatedly to measure pH test paper,
I.e. pH stable is in 10 or so rear addition sulfamic acid solutions（1000kg water+75kg sulfamic acids, are pre-configured with）, diazotising is anti-
It should terminate；
（2）4800kg water and azoic coupling component AS solution are first added in dissolving bucket（1700kg water+180kg mass fractions are 30% hydrogen
Sodium hydroxide solution+1100kg azoic coupling component AS, are pre-configured with）, stirring and dissolving 8-10h is until be completely dissolved, then be all added to coupling
In bucket, and flake ice 3900kg is added, be cooled to 16 DEG C, then add sodium acetate solution（2200kg water+190kg sodium acetates, in advance
Configuration）And control to be slowly added dropwise in 35min to finish, dropwise addition process is quickly stirred, and 10min is slowly stirred after completion of dropwise addition,
Coupling solution is prepared and finished；
（3）By diazo liquid be slowly added into coupling bucket in, to pH be 4.3 when stop add, change plus mass fraction be 30% hydrogen
Sodium oxide molybdena, until pH is adjusted to 5.8, then is added dropwise diazo liquid until pH is returned to 4.3 again, the present invention time is 5h, with
It is upper to complete whole coupling reaction；
（4）To step（3）In obtained pigment crude product be stirred heating, to 60 DEG C, and be incubated 1.5h, be with mass fraction
30% sodium hydroxide regulation pH to 9.3, the stirring and 2h for finally carrying out 10min is stood, and pigment product is obtained by filter press.
In the present embodiment, diazo liquid preparation, coupling solution preparation and the step of coupling reaction three is passed sequentially through to be made forever solid
Red so that the present invention has the advantages that preparation method is simple and efficient.To the pigment product finally obtained in the present embodiment, just
Fineness, weatherability, four aspects of light resistance and solvent resistance are tested and analyzed, and record result to make comparisons.
Embodiment 3：A kind of permanent bordeaux pigment and preparation method thereof, comprises the following steps：
（1）5200kg water is first added in diazonium bucket and 1450kg mass fractions are 30% hydrochloric acid, and is stirred, then is added
Enter large red-based g solution（2000kg water+1000kg large red-based gs, are pre-configured with）, and be stirred, then add 3400kg
Flake ice adjusts temperature of reaction system to 3 DEG C, after sodium nitrite solution is slowly added dropwise in 2h time again after temperature stabilization（2000kg
Water+480kg natrium nitrosums, are pre-configured with）, stirred when being added dropwise, to carry out diazo-reaction, it is indigo plant repeatedly to measure pH test paper
Color, i.e. pH stable are in 10 or so rear addition sulfamic acid solutions（1000kg water+90kg sulfamic acids, are pre-configured with）, diazonium
Change reaction to terminate；
（2）5200kg water and azoic coupling component AS solution are first added in dissolving bucket（1900kg water+210kg mass fractions are 30% hydrogen
Sodium hydroxide solution+1300kg azoic coupling component AS, are pre-configured with）, stirring and dissolving 8-10h is until be completely dissolved, then be all added to coupling
In bucket, and flake ice 4200kg is added, be cooled to 16 DEG C, then add sodium acetate solution（2200kg water+210kg sodium acetates, in advance
Configuration）And control to be slowly added dropwise in 35min to finish, dropwise addition process is quickly stirred, and 10min is slowly stirred after completion of dropwise addition,
Coupling solution is prepared and finished；
（3）By diazo liquid be slowly added into coupling bucket in, to pH be 4.3 when stop add, change plus mass fraction be 30% hydrogen
Sodium oxide molybdena, until pH is adjusted to 5.8, then is added dropwise diazo liquid until pH is returned to 4.3 again, the present invention time is 5h, with
It is upper to complete whole coupling reaction；
（4）To step（3）In obtained pigment crude product be stirred heating, to 60 DEG C, and be incubated 1.5h, be with mass fraction
30% sodium hydroxide regulation pH to 9.3, the stirring and 2h for finally carrying out 10min is stood, and pigment product is obtained by filter press.
In the present embodiment, diazo liquid preparation, coupling solution preparation and the step of coupling reaction three is passed sequentially through to be made forever solid
Red so that the present invention has the advantages that preparation method is simple and efficient.To the pigment product finally obtained in the present embodiment, just
Fineness, weatherability, four aspects of light resistance and solvent resistance are tested and analyzed, and record result to make comparisons.
By detection and analysis the result record such as following table of above-mentioned 3 embodiments：
As can be seen from the above table, embodiment 1-3 is and, less than 4 μm, preferably can met after various in terms of pigment fineness
Use requirement in continuous technique, and weatherability, light resistance and solvent resistance are also in high grade, can be as comparing
Be weatherability be more than or equal to 4, light resistance be more than or more than 7 grades and solvent resistance be more than or equal to 4 grades pigment it is general all
It is identified as fine efficient, the lasting class pigment of preservation, it is adaptable to most of dyeing.
In addition, in the present invention, the addition of liquid caustic soda, flake ice and water is using mode is added portionwise, for different phase
Or not same-action, but its total amount meets the component proportion of permanent bordeaux pigment.
Embodiments of the present invention are explained in detail above, but the invention is not restricted to above-mentioned embodiment, in institute
State in the knowledge that technical field those of ordinary skill possesses, can also be made on the premise of present inventive concept is not departed from
Various modifications.These are all without creative modification, as long as all by Patent Law in scope of the presently claimed invention
Protection.
Claims (10)
1. a kind of permanent bordeaux pigment, it is characterised in that including following each component by weight：
Large red-based g：2%-4%；
Hydrochloric acid：4%-6%；
Natrium nitrosum：1%-3%；
Sulfamic acid：0.1%-1%；
Azoic coupling component AS：4%-7%；
Liquid caustic soda：2%-5%；
Sodium acetate：0.5%-2%；
Flake ice：20%-25%；
Water：58%-65%.
2. a kind of permanent bordeaux pigment according to claim 1, it is characterised in that：The hydrochloric acid mass fraction is 30%.
3. a kind of permanent bordeaux pigment according to claim 1, it is characterised in that：The liquid caustic soda mass fraction is 20%-35%,
Solute is sodium hydroxide and potassium hydroxide.
4. a kind of permanent bordeaux pigment according to claim 1, it is characterised in that：Active ingredient 2- in the large red-based g
The mass fraction of amino -4- nitrotoleunes is 78%-85%.
5. a kind of permanent bordeaux pigment according to claim 1, it is characterised in that：The natrium nitrosum, sulfamic acid, azoic coupling component
As mass fraction, purity range is 98%-100% to the purity of AS and sodium acetate.
6. a kind of preparation method of the permanent bordeaux pigment in 1-5 such as claim as described in any one, it is characterised in that including with
Lower step：
（1）In sour environment, large red-based g solution, flake ice and sodium nitrite solution are sequentially added, occurs diazotising anti-
Should, and sulfamic acid solution is added after abundant reaction, diazo liquid is made；
（2）Azoic coupling component AS solution, flake ice and sodium acetate solution are sequentially added in water, coupling solution is made after being sufficiently stirred for；
（3）Coupling solution is first held in coupling bucket, then diazo liquid is added dropwise, after multiple stirring and pH regulation operations, heating
Stand and press filtration, obtain pigment product.
7. a kind of preparation method of permanent bordeaux pigment according to claim 6, it is characterised in that：Step（1）In, acyclic acidic
Border includes the hydrochloric acid of 30% parts by weight, adds and is stirred after large red-based g solution and be cooled to 0-3 DEG C by adding flake ice, adds
Sodium nitrite solution, occurs after diazo-reaction, question response system to alkalescence, stirs and add sulfamic acid solution, and weight is made
Nitrogen liquid.
8. a kind of preparation method of permanent bordeaux pigment according to claim 6, it is characterised in that：Step（2）In, azoic coupling component AS
Solution includes the liquid caustic soda of 30% parts by weight, and azoic coupling component AS solution is cooled to 15-18 DEG C after being completely dissolved by adding flake ice, then leads to
Cross be slowly added dropwise, the mode that quickly stirs adds sodium acetate solution, all add and finally be slowly stirred again after finishing, be made and be coupled
Liquid.
9. a kind of preparation method of permanent bordeaux pigment according to claim 6, it is characterised in that：Step（3）In, toward coupling
Diazo liquid is added dropwise in liquid for the first time so that the near 4.1-4.4 of pH, adds liquid caustic soda, pH is to 5.5-5.9 for regulation, second of dropwise addition
Diazo liquid, until pH returns 4.1-4.4 scopes, coupling reaction is finished, and finally carries out pH regulations and heating temperature control operation.
10. a kind of preparation method of permanent bordeaux pigment according to claim 9, it is characterised in that：Step（3）In, coupling
Stir and be rapidly heated to 60-65 DEG C after completion of the reaction, be incubated and adjust pH to 9.0-9.5, stood after stirring, treat press filtration to obtain
Obtain pigment product.
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| CN201710416899.9A CN107163614B (en) | 2017-06-06 | 2017-06-06 | A kind of permanent bordeaux pigment and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109385116A (en) * | 2018-11-22 | 2019-02-26 | 宣城英特颜料有限公司 | A kind of permanent bordeaux pigment and preparation method thereof with strong dispersibility |
| CN109439015A (en) * | 2018-11-22 | 2019-03-08 | 宣城英特颜料有限公司 | A kind of permanent bordeaux pigment and preparation method thereof suitable for baking finish |
| CN109439014A (en) * | 2018-11-22 | 2019-03-08 | 宣城英特颜料有限公司 | A kind of aqueous everbright fast red pigment and preparation method thereof |
| CN110016254A (en) * | 2018-01-08 | 2019-07-16 | 吴江山湖颜料有限公司 | A kind of ink-jet stable type paratonere and preparation method |
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| US5176750A (en) * | 1991-11-27 | 1993-01-05 | Hoechst Celanese Corporation | Azo pigment compositions and process for their preparation |
| US20020055619A1 (en) * | 2000-10-05 | 2002-05-09 | Clariant Gmbh | Process for preparing azo colorants |
| CN1419590A (en) * | 2000-02-23 | 2003-05-21 | 弗林特墨水公司 | Process for manufacturing pigments |
| 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 |
| CN106675084A (en) * | 2016-12-30 | 2017-05-17 | 杭州信凯实业有限公司 | Method for preparing red mono azo pigment and red mono azo pigment |
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2017
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| US5176750A (en) * | 1991-11-27 | 1993-01-05 | Hoechst Celanese Corporation | Azo pigment compositions and process for their preparation |
| CN1419590A (en) * | 2000-02-23 | 2003-05-21 | 弗林特墨水公司 | Process for manufacturing pigments |
| US20020055619A1 (en) * | 2000-10-05 | 2002-05-09 | Clariant Gmbh | Process for preparing azo colorants |
| 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 |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110016254A (en) * | 2018-01-08 | 2019-07-16 | 吴江山湖颜料有限公司 | A kind of ink-jet stable type paratonere and preparation method |
| CN109385116A (en) * | 2018-11-22 | 2019-02-26 | 宣城英特颜料有限公司 | A kind of permanent bordeaux pigment and preparation method thereof with strong dispersibility |
| CN109439015A (en) * | 2018-11-22 | 2019-03-08 | 宣城英特颜料有限公司 | A kind of permanent bordeaux pigment and preparation method thereof suitable for baking finish |
| CN109439014A (en) * | 2018-11-22 | 2019-03-08 | 宣城英特颜料有限公司 | A kind of aqueous everbright fast red pigment and preparation method thereof |
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| Publication number | Publication date |
|---|---|
| CN107163614B (en) | 2019-05-17 |
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