CN107011695A - A kind of Yellow disperse dye monomeric compound and its preparation method and application - Google Patents
A kind of Yellow disperse dye monomeric compound and its preparation method and application Download PDFInfo
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- CN107011695A CN107011695A CN201710275534.9A CN201710275534A CN107011695A CN 107011695 A CN107011695 A CN 107011695A CN 201710275534 A CN201710275534 A CN 201710275534A CN 107011695 A CN107011695 A CN 107011695A
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- China
- Prior art keywords
- compound
- dye
- monomeric compound
- disperse dyes
- application
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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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
-
- 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
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
-
- 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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/19—Nitro dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
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- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
Abstract
The present invention relates to Yellow disperse dye monomeric compound that a kind of color fastness is good, enhancing is good and its preparation method and application, the structure of the compound is shown in formula I：It is widely used in the dyeing of hydrophobic fiber material such as polyester and ultra-fine polyester, particularly suitable to require color fastness higher and wash/the dyeing of ammonia stockinette.
Description
Technical field
The invention belongs to nonionic dye field, more particularly to a kind of Yellow disperse dye monomeric compound and its preparation
Methods and applications.
Background technology
Disperse dyes are the water-soluble relatively low nonionic dyes of a class.Disperse dyes are used for the dye of acid esters fiber earliest
Color, referred to as cellulose acetate dye.With the development of synthetic fibers, polyamide fibre, terylene occur in succession, especially terylene, due to permutation
Degree is high, and fiber gap is few, the characteristic such as hydrophobicity is strong.The fiber will make swelling of fiber under high temperature, thermosol, and dyestuff could enter fibre
Tie up and upper dye.With the development of synthetic fibers, people it is also proposed new requirement to dyestuff, and there is conventional dyestuff application to lack
Fall into, for example dye-uptake is low, fastness makes it difficult for people to receive etc..The items fastness such as washing in order to lift dyestuff, has been developed many
Plant new dye.
A series of connection 2- oxoalkyl groups are disclosed in patent W09520014, W02005056690 and W02008049758
The azo dispersion dyes of ester substitution, with excellent washability and splendid resistance to sublimability.But in other performances, such as HTHP
Dyeing or pH sensitiveness still suffer from defect, lack broad applicability.
The content of the invention
To solve the above-mentioned problems in the prior art, the present invention provides a kind of yellow that color fastness is good, enhancing is good
Dispersion dyes monomer compound and its preparation method and application, it is widely used in hydrophobic fiber material such as polyester and ultra-fine poly-
The dyeing of ester, it is particularly suitable to require color fastness higher and wash/the dyeing of ammonia stockinette.
The present invention adopts the following technical scheme that, a kind of Yellow disperse dye monomeric compound, and the structure of the compound is such as
Shown in Formulas I：
Wherein, R1For C1-6Alkyl, methoxy-propyl, isopropoxide propyl, more preferably ethyl.
The present invention also protects the preparation method of the Yellow disperse dye monomeric compound, comprises the following steps：
(1) adjacent nitro open-chain crown ether is carried out to diazotising in acid medium diazo liquid is made；
(2) ethylpyridine ketone is dissolved in alkaline aqueous solution and coupling solution is made；
(3) step (1) diazo liquid is added drop-wise in the coupling solution of step (2) at 0-20 DEG C, be sufficiently stirred for reaction after filtering,
Washing, obtains compound.
On the other hand, the present invention also protects the Yellow disperse dye monomeric compound to be applied individually to any and prepares disperse dyes
Or prepare disperse dyes with other dye monomers composition dye composite.Composition refers to, according to printing color needs, incite somebody to action this
Invention compound of formula I and other dye monomers are combined with arbitrary proportion.Described composition can also contain auxiliary agent.Composition can
Printing and dyeing applied to different colours.
Further, the preparation method of the disperse dyes is specially：By the compound and auxiliary agent in mass ratio 1：
0.8-5 is well mixed and ground in the presence of water or wetting agent, then carries out the dry bath of spraying, is made.
Further, the auxiliary agent is one or both of dispersant, diffusant, surfactant.
Further, the auxiliary agent is naphthalene sulfonic acid-formaldehyde condensation product, the resistance to sulfonic formaldehyde condensation compound of alkyl, benzyl naphthalene sulfonic acids
One or both of formaldehyde condensation products, lignosulfonates, such as NNO, MF, CNF, Reax85A.
On the other hand, the present invention also protects the disperse dyes to be applied to dye hydrophobic material or blended material
Or stamp.
Further, the hydrophobic material or blended material be acetate fiber, cotton, nylon, polyester fiber, polyamide,
Terylene, acrylic fibers, wool or spandex.
, can be with the liquid after corpusculed, emulsifiable paste state or dry with spraying using disperse dyes preparation produced by the present invention
It is dry etc. be dried after powdery, graininess supply dyeing.
Compared with prior art, when contaminating hydrophobic fiber material on Yellow disperse dye preparation produced by the present invention, pH value
Applied widely, favorable reproducibility, depth are strong, tinctorial yield is high, uniformity is good, particularly water-fastness and colour fasteness to ironing pole
It is good.The dyeing of hydrophobic fiber material such as polyester and ultra-fine polyester is widely used in, it is particularly suitable that higher is required to color fastness
/ the dyeing of ammonia stockinette is washed, the dyeing of each fiber is equally applicable to.
Brief description of the drawings
Below in conjunction with accompanying drawing, the invention will be further described.
Upper dye situation of the dyestuff of Fig. 1 embodiments 2 on fibrous material.
Embodiment
In order to make the purpose , technical scheme and advantage of the present invention be clearer, below in conjunction with specific embodiment, to this
Invention is further elaborated.It should be appreciated that specific embodiment described herein is only to explain the present invention, without structure
Into limitation of the present invention.
Embodiment 1：
A kind of preparation of Yellow disperse dye monomeric compound
R1For C1-6Alkyl, methoxy-propyl, isopropoxide propyl.
(1) adjacent nitro open-chain crown ether is carried out to diazotising in acid medium diazo liquid is made；
(2) ethylpyridine ketone is dissolved and coupling solution is made in alkaline aqueous solution；
(3) step (1) diazo liquid is added drop-wise in the coupling solution of step (2) at 0-20 DEG C, be sufficiently stirred for reaction after filtering,
Washing, obtains compound.
Embodiment 2：
The wet cake 40g and MF60g of above-mentioned dyestuff are added water after mixing, grinder grinding distribution is used, then sprays again dry
It is dry, dyestuff finished product is made.
Embodiment 3：
Disperse dyes made from 2.0g embodiments 2 are respectively taken, it is water-dispersible to be made into the disperse dyes suspension that concentration is 2g/L,
2ml is taken to be mixed with 8ml water, it is 5 to adjust dye bath PH with acetic acid, 60 DEG C is then warming up to, while being respectively put into 2g such as following table institutes
The fibrous material shown carries out high-temperature pressure dyeing, and 130 DEG C are warming up in 30 minutes, cools down, sampling.Detect dye-uptake.And respectively
According to the sublimation reliability of national standard pertinent regulations testing example 2, washing fastness, temperature dependence, PH sensitiveness.
It is as shown in the table, using disperse dyes made from the compounds of this invention in sublimation reliability, washing fastness, temperature-independent
Prior art is all significantly better than on degree.
As shown in figure 1, the dyestuff of the present invention contaminates all right on terylene, optimal upper dye temperature is 130 DEG C, is adapted to conventional
Printing and dyeing condition.
Table 1
Above embodiment describes the general principle and principal character of the present invention.The technical staff of the industry should
Understand, protection scope of the present invention is not restricted to the described embodiments, any change expected without creative work or
Replace, should all be included within the scope of the present invention.Therefore, protection scope of the present invention should be with claims institute
The protection domain of restriction is defined.
Claims (9)
1. a kind of Yellow disperse dye monomeric compound, it is characterised in that the structure of the compound is shown in formula I：
Wherein, R1For C1-6Alkyl, methoxy-propyl, isopropoxide propyl.
2. the preparation method of Yellow disperse dye monomeric compound according to claim 1, it is characterised in that including as follows
Step：
(1) adjacent nitro open-chain crown ether is carried out to diazotising in acid medium diazo liquid is made；
(2) ethylpyridine ketone is dissolved in alkaline aqueous solution and coupling solution is made；
(3) step (1) diazo liquid is added drop-wise in the coupling solution of step (2) at 0-20 DEG C, is sufficiently stirred for filtering after reaction, washes
Wash, obtain compound.
3. monomeric compound according to claim 1, further characterized in that, R1For ethyl.
4. the application of the Yellow disperse dye monomeric compound described in claim 1, it is characterised in that be applied individually to any preparation point
Dissipate dyestuff or prepare disperse dyes with other dye monomers composition dye composite.
5. a kind of disperse dyes, it is characterised in that be prepared via a method which：By Yellow disperse dye list described in claim 1
Body compound and auxiliary agent in mass ratio 1：0.8-5 is well mixed and ground in the presence of water or wetting agent, is then sprayed
Dry bath, is made.
6. disperse dyes according to claim 5, it is characterised in that the auxiliary agent is dispersant, diffusant, surface-active
One or both of agent.
7. disperse dyes according to claim 6, it is characterised in that the auxiliary agent is naphthalene sulfonic acid-formaldehyde condensation product, alkyl
One or both of resistance to sulfonic formaldehyde condensation compound, benzyl naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates.
8. the application of the disperse dyes described in claim 5-7, it is characterised in that applied to hydrophobic material or blended material
Dyed or stamp.
9. application according to claim 8, it is characterised in that the hydrophobic material or blended material be acetate fiber,
Cotton, nylon, polyester fiber, polyamide, terylene, acrylic fibers, wool or spandex.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710275534.9A CN107011695A (en) | 2017-04-25 | 2017-04-25 | A kind of Yellow disperse dye monomeric compound and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710275534.9A CN107011695A (en) | 2017-04-25 | 2017-04-25 | A kind of Yellow disperse dye monomeric compound and its preparation method and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN107011695A true CN107011695A (en) | 2017-08-04 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710275534.9A Pending CN107011695A (en) | 2017-04-25 | 2017-04-25 | A kind of Yellow disperse dye monomeric compound and its preparation method and application |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4255154A (en) * | 1979-06-18 | 1981-03-10 | Ciba-Geigy Corporation | Process for the level dyeing of polyester material |
| JPS60104587A (en) * | 1983-11-09 | 1985-06-08 | 日本化薬株式会社 | Alkali discharge style of hydrophobic fiber material |
| CN103044965A (en) * | 2012-12-25 | 2013-04-17 | 浙江闰土股份有限公司 | Dispersed blue dye composition, dispersed blue dye, and preparation method and application thereof |
| CN103044966A (en) * | 2012-12-25 | 2013-04-17 | 浙江闰土股份有限公司 | Dispersed black dye composition, dispersed black dye, and preparation method and application thereof |
| CN103073921A (en) * | 2012-12-30 | 2013-05-01 | 浙江龙盛集团股份有限公司 | Dispersed dark dye composition |
-
2017
- 2017-04-25 CN CN201710275534.9A patent/CN107011695A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4255154A (en) * | 1979-06-18 | 1981-03-10 | Ciba-Geigy Corporation | Process for the level dyeing of polyester material |
| JPS60104587A (en) * | 1983-11-09 | 1985-06-08 | 日本化薬株式会社 | Alkali discharge style of hydrophobic fiber material |
| CN103044965A (en) * | 2012-12-25 | 2013-04-17 | 浙江闰土股份有限公司 | Dispersed blue dye composition, dispersed blue dye, and preparation method and application thereof |
| CN103044966A (en) * | 2012-12-25 | 2013-04-17 | 浙江闰土股份有限公司 | Dispersed black dye composition, dispersed black dye, and preparation method and application thereof |
| CN103073921A (en) * | 2012-12-30 | 2013-05-01 | 浙江龙盛集团股份有限公司 | Dispersed dark dye composition |
Non-Patent Citations (1)
| Title |
|---|
| 马世昌: "《化学物质辞典》", 30 April 1999, 陕西科学技术出版社 * |
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| PB01 | Publication | ||
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| RJ01 | Rejection of invention patent application after publication | ||
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Application publication date: 20170804 |