[go: up one dir, main page]

CN108034275B - A kind of blue disperse dye and preparation method and its disperse grey composition - Google Patents

A kind of blue disperse dye and preparation method and its disperse grey composition Download PDF

Info

Publication number
CN108034275B
CN108034275B CN201711259265.3A CN201711259265A CN108034275B CN 108034275 B CN108034275 B CN 108034275B CN 201711259265 A CN201711259265 A CN 201711259265A CN 108034275 B CN108034275 B CN 108034275B
Authority
CN
China
Prior art keywords
disperse
blue
dye
grey
yellow
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.)
Active
Application number
CN201711259265.3A
Other languages
Chinese (zh)
Other versions
CN108034275A (en
Inventor
王喆
王淑香
杨军海
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
PENGLAI JIAXIN DYES & CHEMICAL Co Ltd
Original Assignee
PENGLAI JIAXIN DYES & CHEMICAL Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by PENGLAI JIAXIN DYES & CHEMICAL Co Ltd filed Critical PENGLAI JIAXIN DYES & CHEMICAL Co Ltd
Priority to CN201711259265.3A priority Critical patent/CN108034275B/en
Publication of CN108034275A publication Critical patent/CN108034275A/en
Application granted granted Critical
Publication of CN108034275B publication Critical patent/CN108034275B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/51N-substituted amino-hydroxy anthraquinone
    • C09B1/514N-aryl derivatives
    • C09B1/5145N-aryl derivatives only amino and hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)

Abstract

The present invention relates to dye fields, in particular to a kind of blue disperse dye and preparation method and its disperse grey composition.A kind of blue disperse dye, molecular structural formula are as follows:

Description

A kind of blue disperse dye and preparation method and its disperse grey composition
Technical field
The present invention relates to dye fields, in particular to a kind of blue disperse dye and preparation method and its disperse grey Composition.
Background technique
In disperse dyes, the various types of disperse blue are usually preferred for its light fastness with anthraquinone ring.Such as knot C.I. disperse blue 72 similar in structure, structural formula is as follows:
Although dyestuff light fastness is high, can low temperature dyeing, level-dyeing property is bad, there is the shortcomings that hot pressing discoloration, Bu Nengzuo It is used for mass-tone, moreover feux rouges is insufficient, cannot instead of spell the disperse red 60 of ash, meanwhile, C.I. disperse blue 72 is synthesized, to first Contain micro ortho-aminotoluene isomers in aniline, adjacent benzene methanamine is the arylamine of disabling, and dyestuff has not environmentally property, and influencing it makes With, therefore the dyestuff cannot be used as mass-tone.
For another example international famous C.I Disperse Blue-56, product name Disperse Blue 2BLN, structural formula are as follows:
For the dyestuff with bright in color light, light fastness is high, can low temperature dyeing, level-dyeing property is good, famous, with point of its blending Ash depth N is dissipated, it is deep by client's favorable comment.
The disperse grey N dye component of blending are as follows: Disperse Blue 2BLN 42%, Disperse Red 3B 34%, Disperse Yellow RGFL 24%, this three dyestuffs have high light fastness, and the disperse grey N light fastness risked is good, level-dyeing property is good, can low temperature dyeing Grey N is very important dispersion ash products.
However, since Disperse Yellow RGFL (C.I.23) is prohibitive dye, thus, select disperse yellow 3GE to replace it.City at present Disperse grey on field is spelled system by Disperse Blue 2BLN (C.I.56) Disperse Red 3B (C.I.60) and disperse yellow 3GE (C.I.54) and is obtained. But this three dye structure complexity, preparation section is various, and the period is long, and the three wastes are difficult to handle, so that dyestuff price is extremely expensive. Therefore, the disperse grey that users expect to have high performance-price ratio meets the needs of market.
Common disperse blue will strive pure color light, bright in colour, and light fastness is high.Usually as dyes of anthraquinone disperses Blue 2BLN, disperse blue S-BGL and dispersion kingfisher orchid S-GL. disperse blue S-BGL and the emerald green orchid S-GL structural formula of dispersion are respectively as follows:
Disperse blue S-BGL (C.I. disperse blue 73)
Disperse kingfisher orchid S-GL (C.I. disperse blue 60)
Though disperse blue S-BGL and disperse blue S-GL light fastness are higher than azo type disperse dyes, do not have disperse blue The low temperature dyeing performance of 2BLN.
In view of this, the present invention is specifically proposed.
Summary of the invention
The first object of the present invention is to provide a kind of blue disperse dye, bright in colour, has low temperature dyeing performance, even Metachromia is good, and light fastness is high.
The second object of the present invention is to provide the preparation method of blue disperse dye described in one kind, the production of this method Simple process, waste water is few, and the period is short, low cost.
The third object of the present invention is to provide a kind of disperse grey composition, logical with blue disperse dye provided by the invention It crosses and disperse grey approximate or similar with disperse grey N is made with other dyestuff blendings, meet public's demand.
In order to realize above-mentioned purpose of the invention, the following technical scheme is adopted:
A kind of blue disperse dye, molecular structural formula are as follows:
In formula: R is hydrogen or methyl.
Blue disperse dye provided by the invention, be requiring dyestuff light fastness high, and can low temperature dyeing, in dyestuff Without disabling compound arylamine, while the three wastes are easily administered, at low cost to be easily prepared.The blue disperse dye disperses blue light It is red, although as monochromatic unsatisfactory, can replace just Disperse Blue 2BLN and Disperse Red 3B and suitable disperse yellow, Orange spells to obtain the disperse grey N that waits for of marginal period.The dyestuff has excellent light fastness, especially can contaminate polyester at 110-130 DEG C Fiber and its blended fabric have the characteristic of low temperature dyeing.Simultaneously because disperse blue resistance to acid and alkali range provided by the invention is PH=5-12 expands the application range of dyestuff better than the pH=5-9 of C.I. Disperse Blue-56.
Further, blue disperse dye provided by the invention is in the presence of boric acid, in a solvent, aromatic amine compound with The leuco compound of 1,4- dihydroxy anthraquinone and 1,4- dihydroxy anthraquinone is condensed and obtains.
Further, the aromatic amine compound is m-toluidine or 2,3- dimethylaniline.
Further, the solvent is water or organic solvent.
The present invention also provides the disperse grey compositions for containing above-mentioned blue disperse dye.With blue provided by the invention Disperse dyes meet public's demand by the way that disperse grey approximate or similar with disperse grey N is made with other dyestuff blendings.
The light fastness of colorant match disperse grey depends on the light fastness of each monogenetic dye and the synthesis discoloration of its each component becomes Gesture.Dyestuff of the present invention is a feux rouges indigo plant, and light fastness is high, can low temperature dyeing, have red and blue colorant match effect concurrently.Production technology Simply, waste water is few, and the period is short, low cost.Through reasonably selecting, the dye composite of disperse grey is acted on by composite synergistic, makes this Invention disperse grey has significant economic benefit.
In addition, disperse blue is to spell the mass-tone of ash, it determines to spell the economic benefit of ash.
Now disperse blue of the present invention and C.I. Disperse Blue-56 synthetic route are compared as follows:
Initial feed is phthalic anhydride.The synthetic route of disperse blue of the present invention:
C.I. Disperse Blue-56 synthetic route:
Compare said synthesis route, the two initial feed is identical, and dyestuff I of the present invention is the synthesis of two steps, and C.I. disperse blue 56 synthesize for eight steps, and the light fastness of two dyestuffs is suitable, are suitable for low temperature dyeing, so disperse blue of the present invention is used to spell ash, There is significant superiority.
Preferably, the disperse grey composition is mainly mixed by above-mentioned blue disperse dye, disperse orange and disperse yellow It obtains.
Further, the disperse orange includes C.I. disperse orange 25, any in disperse orange SE-RFL, C.I. disperse orange 30 Kind is a variety of.
C.I. the molecular structural formula of disperse orange 25 is as follows:
The molecular structural formula of disperse orange SE-RFL is as follows:
C.I. the molecular structural formula of disperse orange 30 is as follows:
Further, the disperse yellow includes C.I. disperse yellow 54, C.I. disperse yellow 163, disperse yellow HA-2RW, C.I. points It is any one or more of to dissipate Huang 211, C.I. disperse yellow 119.
C.I. the molecular structural formula of disperse yellow 54 is as follows:
C.I. the molecular structural formula of disperse yellow 163 is as follows:
The molecular structural formula of disperse yellow HA-2RW is as follows:
C.I. the molecular structural formula of DISPERSE Yellow 211 is as follows:
C.I. the molecular structural formula of disperse yellow 119 is as follows:
It can be used alone, can also be used in mixed way with other disperse blue components using blue disperse dye provided by the invention. Also, it is found through experiment that the disperse blue high with suitable low temperature dyeing light fastness (such as disperse blue include C.I. disperse blue 72, C.I. Disperse Blue-56 etc.) mixing, synergistic effect can be played.
C.I. the molecular structural formula of disperse blue 72 is as follows:
C.I. the molecular structural formula of Disperse Blue-56 is as follows:
Further, the disperse grey composition further includes disperse blue, and the disperse blue and the blue disperse dye are mixed The mixing blue dyes of conjunction, in the disperse grey composition, the mass percent of the mixing blue dyes is 60%- 90%.It such as can be 60%, 65%, 70%, 75%, 80%, 85%, 90%.
Further, the disperse blue further includes one or both of C.I. disperse blue 72, C.I. Disperse Blue-56.
Compared with prior art, the invention has the benefit that
(1) blue disperse dye provided by the invention, simple production process, waste water is few, and the period is short, low cost.
(2) blue disperse dye provided by the invention, it is bright in colour for polyester and its low temperature dyeing of blended fabric, Good level-dyeing property, improving performance is good, has excellent light fastness.
(3) blue disperse dye provided by the invention, alkali resistance is good, can be with other dyestuff blendings at the dye of various colors Material, especially disperse grey, purposes are more extensive.
Specific embodiment
Embodiment of the present invention is described in detail below in conjunction with embodiment, but those skilled in the art will Understand, the following example is merely to illustrate the present invention, and is not construed as limiting the scope of the invention.It is not specified in embodiment specific Condition person carries out according to conventional conditions or manufacturer's recommended conditions.Reagents or instruments used without specified manufacturer is The conventional products that can be obtained by commercially available purchase.
Embodiment 1
The blue disperse dye provided by the invention as shown in I-a is synthesized using following methods:
Water 100mL, 8.3 grams of meta-aminotoluene, 19 grams of boric acid, Isosorbide-5-Nitrae-dihydroxy-anthracene are sequentially added into 250mL four-hole boiling flask 9.6 grams of quinone and its 4.8 grams of leuco compound stir 30 minutes, are warming up to boiling, back flow reaction about 20 hours, check its terminal, and 2% Naoh treatment after, obtain I-a17.9 grams of the dyestuff.Detection, λ max=588nm.
Disperse blue dye I-b is made referring to the above method, unlike, m-toluidine replaces with 2,3- dimethyl benzene Amine, detection, λ max=571nm.
Embodiment 2
10 grams of I-a dye composition in Example 1,14 grams of dispersing agent MF, 6 grams of diffusant sodium lignin sulfonate, 60 Gram water and appropriate glass sand are sanded to 4-5 grade of diffusance, and slurry drying at 80 DEG C will be sanded, obtain I-a disperse dyes.
10 grams of I-b dye composition in Example 1,14 grams of dispersing agent MF, 6 grams of diffusant sodium lignin sulfonate, 60 Gram water and appropriate glass sand are sanded to 4-5 grade of diffusance, and slurry drying at 80 DEG C will be sanded, obtain I-b disperse dyes.
Embodiment 3
Embodiment 2 process disperse dyes be used as test group, Disperse Blue 2BLN (C.I. Disperse Blue-56) be used as comparative example into Row performance measurement, the specific steps are as follows:
Disperse dyes and Disperse Blue 2BLN (C.I. Disperse Blue-56) that Example 2 is processed respectively, with conventional high temperature high pressure It is 2% dye sample that method dyeing polyester fabric, which is mass concentration, measures by national regulations, dyes the advantageous pH range of dye bath, dyes The fastness that preference temperature and its solarization distillation and washing are stain.The results are shown in Table 1.
1 relevant parameter of table
As it can be seen from table 1 the day of blue disperse dye I-a and I-b and existing Disperse Blue 2BLN provided by the invention Solarization firmness, staining power etc. are without significant difference, still, blue disperse dye I-a provided by the invention and I-b dye bath pH Range is wider, this just expands its application range.
Embodiment 4
Take 60 grams of 1-a commercial dye, 3 grams of 25 commercial dye of C.I. disperse yellow, 2.2 grams of 54 commercial dye of C.I. disperse yellow, 24.8 grams and 10 grams of diffusant sodium lignin sulfonate of dispersing agent MF, blending obtains and disperse grey N at uniform dye component The approximate disperse grey of coloured light.
Embodiment 5-14
Dye mixture similar with disperse grey N coloured light, the type of dyestuff used such as table 2 is made with other dye components Shown, dyestuff used is indicated using dyestuff code name.
Table 2 prepares the type of each dyestuff used in disperse grey
Wherein, II is C.I. disperse blue 72, and III is C.I. Disperse Blue-56, and IV is C.I. disperse orange 25, and V is disperse orange SE- RFL, VI are C.I. disperse orange 30, and VII is C.I. disperse yellow 54, and VIII is C.I. disperse yellow 163, and IX is disperse yellow HA-2RW.
Experimental example 1
Taking commercial dye disperse grey N (by C.I. Disperse Blue-56, C.I. disperse red 60 and C.I. disperse yellow 54 are combined into) is pair Ratio is dyed by national regulations with disperse grey made from above-described embodiment, does every fastness ability detection.In the dyeability of dyestuff It can be compared with fastness aspect.The results are shown in Table 3.
The fastness and performance of each embodiment dyestuff of table 3
From table 3 it can be seen that disperse grey composition provided by the present invention is compared with comparative example disperse grey N, coloured light is close Seemingly or close, dyeability and fastness are almost the same.
Although illustrate and describing the present invention with specific embodiment, it will be appreciated that without departing substantially from of the invention Many other change and modification can be made in the case where spirit and scope.It is, therefore, intended that in the following claims Including belonging to all such changes and modifications in the scope of the invention.

Claims (8)

1. a kind of blue disperse dye, which is characterized in that its molecular structural formula is as follows:
In formula: R is methyl.
2. the preparation method of blue disperse dye described in claim 1, which is characterized in that in the presence of boric acid, in a solvent, The leuco compound of aromatic amine compound and 1,4- dihydroxy anthraquinone and 1,4- dihydroxy anthraquinone carries out condensation and is made;
The aromatic amine compound is 2,3- dimethylaniline;
Water 100mL, 2,3- 8.3 grams of dimethylanilines, 19 grams of boric acid, Isosorbide-5-Nitrae-dihydroxy are sequentially added into 250mL four-hole boiling flask 9.6 grams of anthraquinone and its 4.8 grams of leuco compound stir 30 minutes, are warming up to boiling, back flow reaction about 20 hours, check its terminal, After 2% naoh treatment, the dyestuff is obtained.
3. containing the disperse grey composition of blue disperse dye described in claim 1.
4. disperse grey composition according to claim 3, which is characterized in that the disperse grey composition is mainly by the indigo plant Color disperse dyes, disperse orange and disperse yellow are mixed to get.
5. disperse grey composition according to claim 4, which is characterized in that the disperse orange include C.I. disperse orange 25, Disperse orange SE-RFL, C.I. disperse orange 30 are any one or more of.
6. disperse grey composition according to claim 4, which is characterized in that the disperse yellow include C.I. disperse yellow 54, C.I. disperse yellow 163, disperse yellow HA-2RW, C.I. DISPERSE Yellow 211, C.I. disperse yellow 119 are any one or more of.
7. according to the described in any item disperse grey compositions of claim 4-6, which is characterized in that the disperse grey composition also wraps Include disperse blue, the mixing blue dyes that the disperse blue is mixed with the blue disperse dye, in the disperse grey composition, The mass percent of the mixing blue dyes is 60%-90%.
8. disperse grey composition according to claim 7, which is characterized in that the disperse blue include C.I. disperse blue 72, C.I. Disperse Blue-56 andOne or both of.
CN201711259265.3A 2017-12-04 2017-12-04 A kind of blue disperse dye and preparation method and its disperse grey composition Active CN108034275B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201711259265.3A CN108034275B (en) 2017-12-04 2017-12-04 A kind of blue disperse dye and preparation method and its disperse grey composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201711259265.3A CN108034275B (en) 2017-12-04 2017-12-04 A kind of blue disperse dye and preparation method and its disperse grey composition

Publications (2)

Publication Number Publication Date
CN108034275A CN108034275A (en) 2018-05-15
CN108034275B true CN108034275B (en) 2019-01-11

Family

ID=62094861

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201711259265.3A Active CN108034275B (en) 2017-12-04 2017-12-04 A kind of blue disperse dye and preparation method and its disperse grey composition

Country Status (1)

Country Link
CN (1) CN108034275B (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1250983A (en) * 1968-07-25 1971-10-27
DE2116555A1 (en) * 1971-04-05 1972-10-12 Badische Anilin- & Soda-Fabrik Ag, 6700 Ludwigshafen Blue anthraquinoid dispersion dyes - with improved colour and thermofixing props
EP0002104A1 (en) * 1977-10-14 1979-05-30 BDH Chemicals Limited Pleochroic dyes suitable for use in solution with liquid crystal materials for electro-optic device applications

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1250983A (en) * 1968-07-25 1971-10-27
DE2116555A1 (en) * 1971-04-05 1972-10-12 Badische Anilin- & Soda-Fabrik Ag, 6700 Ludwigshafen Blue anthraquinoid dispersion dyes - with improved colour and thermofixing props
EP0002104A1 (en) * 1977-10-14 1979-05-30 BDH Chemicals Limited Pleochroic dyes suitable for use in solution with liquid crystal materials for electro-optic device applications

Also Published As

Publication number Publication date
CN108034275A (en) 2018-05-15

Similar Documents

Publication Publication Date Title
CN101712815B (en) Environment-friendly acid black dye composition
CN101092525A (en) Disperse yellow dye composition
CN101792615A (en) Environment-friendly dark blue and black series compound disperse dye and production method thereof
CN101173113B (en) A kind of reactive dye composition
CA2531178A1 (en) Disperse dye mixtures which have a high degree of light fastness
CN106752086A (en) Disperse bright blue dye composite and disperse bright blue dyestuff
CN104151865B (en) A kind of environment-friendly alkali-resistant type high washing disperse orange dye composition and application thereof
CN101275039A (en) A kind of disperse orange dye composition
TWI363080B (en) Disperse dyes for poly(lactic acid) based fibers
CN108034275B (en) A kind of blue disperse dye and preparation method and its disperse grey composition
CN109943096A (en) A kind of disperse black dye composition
CN103242681B (en) A kind of high-performance anthraquinone type bright blue mixed active thickening agent
CN106700648A (en) Black disperse dye composition
CN103965652B (en) A kind of Yellow-to-orange disperse dye composition
CN107312358B (en) A kind of disperse dye composition, preparation method and application
CN109705620A (en) A kind of alkali resistant yellow disperse dye composition
CN105733302B (en) The preparation method of blue disperse dye composition
CN102766355B (en) Anthraquinone blue dye composition and dyeing applications of same to fibers
CN110204922A (en) Black disperse dye composition, disperse dyes and its preparation method and purposes
CN110283477B (en) Disperse black dye composition
CN102585550A (en) Blue disperse dye
CN108841202B (en) Disperse yellow dye mixture with improved sublimation fastness
CN109206942A (en) A kind of carmoisine composition and its tint applications
CN108165051B (en) A kind of high distillation is high to wash yellowish-brown disperse dye composition, dye preparations and application
CN109651845A (en) A kind of Environmentally-friecomposite composite disperse yellow dye composition and dyestuff

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant
PE01 Entry into force of the registration of the contract for pledge of patent right
PE01 Entry into force of the registration of the contract for pledge of patent right

Denomination of invention: The invention relates to a blue disperse dye, a preparation method and a dispersion ash composition thereof

Effective date of registration: 20200904

Granted publication date: 20190111

Pledgee: Shandong new kinetic energy fund management Co., Ltd

Pledgor: PENGLAI JIAXIN DYES & CHEMICAL Co.,Ltd.

Registration number: Y2020370000136