CN107236327A - Reactive dye, reactive dye compound and preparation method thereof - Google Patents

Reactive dye, reactive dye compound and preparation method thereof Download PDF

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Publication number
CN107236327A
CN107236327A CN201710530552.7A CN201710530552A CN107236327A CN 107236327 A CN107236327 A CN 107236327A CN 201710530552 A CN201710530552 A CN 201710530552A CN 107236327 A CN107236327 A CN 107236327A
Authority
CN
China
Prior art keywords
reactive dye
dye
compound
monomer
dye compound
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.)
Pending
Application number
CN201710530552.7A
Other languages
Chinese (zh)
Inventor
韩伟鹏
夏先广
朱镇
燕美芳
杨建�
韩莹莹
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.)
DONGYING ANNUOQI TEXTILE MATERIAL Co Ltd
Shanghai Anoky Digital Technology Co Ltd
Yantai Anoky Fine Chemical Co Ltd
Shanghai Anoky Group Co Ltd
Jiangsu Anoky Chemicals Co Ltd
Original Assignee
DONGYING ANNUOQI TEXTILE MATERIAL Co Ltd
Shanghai Anoky Digital Technology Co Ltd
Yantai Anoky Fine Chemical Co Ltd
Shanghai Anoky Group Co Ltd
Jiangsu Anoky Chemicals 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 DONGYING ANNUOQI TEXTILE MATERIAL Co Ltd, Shanghai Anoky Digital Technology Co Ltd, Yantai Anoky Fine Chemical Co Ltd, Shanghai Anoky Group Co Ltd, Jiangsu Anoky Chemicals Co Ltd filed Critical DONGYING ANNUOQI TEXTILE MATERIAL Co Ltd
Priority to CN201710530552.7A priority Critical patent/CN107236327A/en
Publication of CN107236327A publication Critical patent/CN107236327A/en
Pending legal-status Critical Current

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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
    • 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
    • C09B67/0072—Preparations with anionic dyes or reactive 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
    • D06P1/38—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 reactive dyes
    • D06P1/384—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 reactive dyes reactive group not directly attached to heterocyclic group
    • 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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group

Abstract

The invention discloses a kind of reactive dye, reactive dye compound and preparation method thereof.The reactive dye compound that the present invention is provided includes the component of following mass percent：70%~80% dye monomer C of dye monomer A, 7%~14% dye monomer B and 10%~22% as shown in formula (2) as shown in formula (3) as shown in formula (1)；The mass percent summation of the reactive dye compound is 100%；The reactive dye prepared by the reactive dye compound have excellent dyeing stability, good color fastness, easily high levelling property, washing property.

Description

Reactive dye, reactive dye compound and preparation method thereof
Technical field
The present invention relates to reactive dye, reactive dye compound and preparation method thereof.
Background technology
Active grey kind in the market is typically to use black 8 monomer, when it is used for the colorant match of printing technology, from work From the point of view of skill condition angle, steaming time, temperature, humidity is all larger to coloured light and effect of depth, causes plant produced stamp cloth specimen Quality reduction downshift, even there is defect ware in serious.
In addition, with the increasingly raising of living standard, requirement of the people to textile product also more and more higher, thereby using in Requirement of the reactive dye of textile dyeing on properties is increasingly harsh.Reactive dye will not only have excellent dyeing jail Degree and dyeability, and to meet environmental requirement.
Therefore a kind of low to process sensitivity, form and aspect and depth stabilization under different technology conditions how are prepared, can be significantly The research and development difficult point of this area during the dyestuff for the degree of accuracy for improving plant produced efficiency and product colour.
The content of the invention
When the technical problems to be solved by the invention are to overcome active gray dyes of the prior art for colorant match Technique is unstable, and poor color fastness, level-dyeing property are low and are difficult the defects such as washing, so that there is provided a kind of dye composite, the dyestuff The dyestuff that composition is prepared is composite dye, and the dyestuff has excellent dyeing stability, good color fastness, height Level-dyeing property, easily washing property.
The invention provides a kind of reactive dye compound, the component of following mass percent is included：70%~80% such as Dye monomer A, 7%~14% dye monomer B and 10%~22% as shown in formula (2) shown in formula (1) is as shown in formula (3) Dye monomer C, the mass percent summation of the reactive dye compound is 100%；
Wherein,
R1And R2It is each independently H or-SO3Na, R1、R2It is independently each H or-SO3Na, and R1With R2Differ；Y For-SO2CH2CH2OSO3H or
D isOr-HNCH2CH2OCH2SO2CH2CH2Cl；
X is F or Cl.
The mass percent refers to that the quality of each component accounts for the percentage of the reactive dye compound gross mass.
Wherein, in described reactive dye compound, the content preferably 72%~78% of the chromatid A.
Wherein, in described reactive dye compound, the content preferably 8%~12% of the chromatid B.
Wherein, in described reactive dye compound, the content preferably 12%~20% of the chromatid C.
Wherein, in the reactive dye compound, the dye monomer A, the dye monomer B and the dye monomer C Each independent it can be present in powder, synthetic solvent or the aqueous solution；The synthetic solvent refers to that raw material is chemically synthesized instead The dye monomer pulp solution come should be generated.
Wherein, in the reactive dye compound, auxiliary agent can be also included, the auxiliary agent can be the usual auxiliaries of this area (such as dispersant and/or diffusant)；The quality of the auxiliary agent accounts for the 3%~5% of the reactive dye compound gross mass.
The auxiliary agent exists preferably in the form of powder and/or solution.
The auxiliary agent preferred MF and/or NNO.
Present invention also offers a kind of reactive dye, it is prepared by the reactive dye compound.It is preferred that by institute State reactive dye compound mixing；Method well known in the art (as ground) is can refer to during the mixing to contaminate the activity Feed composition carries out blending；More preferably, it is spray-dried again or monomer powders blending using liquid slurry blending during the mixing Mode；The liquid slurry blending time is at least 3 hours；At present mouth material returns material suitable for reading at least 3 times to the powder blending, always Incorporation time at least 3 hours.
Present invention also offers a kind of application of reactive dye in the dyeing of cotton fiber cellulose fabric.
Without prejudice to the field on the basis of common sense, above-mentioned each optimum condition, can be combined, and produce the present invention each preferably Example.
Agents useful for same and raw material of the present invention are commercially available.
The positive effect of the present invention is：The reactive dye that the present invention is provided have excellent printing technology stable Property, easily good color fastness, high levelling property, washing property.
Embodiment
The present invention is further illustrated below by the mode of embodiment, but does not therefore limit the present invention to described reality Apply among a scope.The experimental method of unreceipted actual conditions in the following example, conventionally and condition, or according to business Product specification is selected.
Embodiment 1~8
According to the proportional manner in table 1, dye monomer A, dye monomer B, dye monomer C and cosolvent are mixed, can be adopted With the mode of one's own profession monomer powdery blending commonly used in the trade, powdery blending need to ensure that lower mouth material is returned three times suitable for reading, total incorporation time 3 Hour, mode mixed above from container under separately sampled detection, it is desirable to depth difference is no more than 2%；
Table 1
Comparative example 1
Dye monomer A, B and C in embodiment 1 is substituted with the monomer of C.I. active blacks 8, remaining operation all same.
Comparative example 2
Dye monomer A in dye monomer A, B and C in embodiment 1 is substituted with the monomer of C.I. active blacks 8, remaining behaviour Make all same.
Comparative example 3
The consumption of dye monomer A in embodiment 1 will be changed to 60g, monomer B consumption is changed to 30g, monomer C consumption 5g is changed to, remaining operation all same.
1st, color fastness is tested
By dyestuff made from above-described embodiment 1~8 and comparative example 1-3 using the reactive dye of standard in pure cotton plain cloth Upper progress stamp color test, obtains its corresponding performance data, is shown in Table 2.
Table 2
Wherein, Integ values are a numerical value for representing stamp cloth specimen Apparent Depth, and numerical value is bigger, and the color that represents is deeper, is Directly measured by colour photometer.
Wear resistance：ISO 105X12
Fastness to perspiration：ISO 105 E04
Soaping fastness：ISO 105 C03
Data analysis is detected by table 2, the every fastness of the dyestuff that the present invention is provided can reach standard requirement.And acid resistance It is obviously improved with terms of CAI.
2nd, technology stability
Contrast experiment is carried out with comparative example 3 according to the proportioning of embodiment 4, standard technology is 102 DEG C, 80% humidity, Decatize 8 minutes, fixes other two below, changes one of which and is tested.(GB/T 2388-2003 chemically-reactive dyess print The measure of pattern light and intensity)
(1) steam temperature different stability：
Table 3
(2) decatize humidity different stability：
Table 4
(3) steaming time different stability：
Table 5
Wherein, Integ values are a numerical value for representing stamp cloth specimen Apparent Depth, and numerical value is bigger, and to represent color deeper；
DA is red green numerical value, is just being inclined feux rouges, is born to be partially green, and numerical value is bigger to represent that difference is bigger；
DB is champac numerical value, is just being inclined gold-tinted, is born to be partially blue, numerical value is bigger to represent that difference is bigger；
DE is total color difference, and numerical value is bigger, and representative and the difference of standard are bigger.
It is very steady for mixing colours from table 3, table 4, table 5 as can be seen that the built reactive ash has good technology stability It is fixed.

Claims (10)

1. a kind of reactive dye compound, it is characterised in that include the component of following mass percent：70%~80% such as formula (1) dye of dye monomer A, 7%~14% dye monomer B and 10%~22% as shown in formula (2) as shown in formula (3) shown in Material list body C；The mass percent summation of the reactive dye compound is 100%；
Wherein, R1And R2It is each independently H or-SO3Na, and R1With R2Differ；
Y is-SO2CH2CH2OSO3H or
D isOr-HNCH2CH2OCH2SO2CH2CH2Cl；
X is F or Cl.
2. reactive dye compound as claimed in claim 1, it is characterised in that the content of the chromatid A is 72%~ 78%.
3. reactive dye compound as claimed in claim 1, it is characterised in that the content of the chromatid B is 8%~ 12%.
4. reactive dye compound as claimed in claim 1, it is characterised in that the content of the chromatid C is 12%~ 20%.
5. reactive dye compound as claimed in claim 1, it is characterised in that the dye monomer A, the dye monomer B It is present in independently of one another in powder, synthetic solvent or the aqueous solution with the dye monomer C.
6. reactive dye compound as claimed in claim 1, it is characterised in that described reactive dye compound is also included and helped Agent, the quality of the auxiliary agent accounts for the 3%~5% of the dye combinations amount of substance；And/or, the auxiliary agent is with powder and/or solution Form exist.
7. reactive dye compound as claimed in claim 6, it is characterised in that the auxiliary agent is MF and/or NNO.
8. a kind of preparation method of reactive dye, it is characterised in that by the reactive dye group as described in claim any one of 1-7 Compound is mixed, you can.
9. the preparation method of reactive dye as claimed in claim 8, it is characterised in that will be such as any one of claim 1-7 institutes The dye composite stated using liquid slurry blending be spray-dried again or monomer powders blending by the way of prepare；The liquid The somaplasm material blending time is at least 3 hours；At present mouth material returns material suitable for reading at least 3 times to the powder blending, total incorporation time at least 3 Hour.
10. the reactive dye that the preparation method according to claim 8 or 9 is prepared.
CN201710530552.7A 2017-07-03 2017-07-03 Reactive dye, reactive dye compound and preparation method thereof Pending CN107236327A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201710530552.7A CN107236327A (en) 2017-07-03 2017-07-03 Reactive dye, reactive dye compound and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201710530552.7A CN107236327A (en) 2017-07-03 2017-07-03 Reactive dye, reactive dye compound and preparation method thereof

Publications (1)

Publication Number Publication Date
CN107236327A true CN107236327A (en) 2017-10-10

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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4500321A (en) * 1980-06-04 1985-02-19 Ciba-Geigy Corporation Process for the preparation of concentrated fluid dye compositions
US5071442A (en) * 1990-01-09 1991-12-10 Ciba-Geigy Corporation Process for dyeing or printing cellulosic textile fibre material by the trichromatic technique: reactive dyes
DE19547800A1 (en) * 1994-12-23 1996-06-27 Ciba Geigy Ag Aq. ink jet printing ink giving weather-resistant prints
DE19509956A1 (en) * 1995-03-18 1996-09-19 Basf Ag Blue dye mixts. contg. two copper phthalazan dyes used in tri-chrome mixt.
JPH11199794A (en) * 1998-01-13 1999-07-27 Sumitomo Chem Co Ltd Reactive dye composition and use thereof
CN1810891A (en) * 2005-01-25 2006-08-02 京仁洋行 Novel reactive dye composition with three-color combination
CN102719115A (en) * 2012-07-02 2012-10-10 浙江劲光化工有限公司 Composite active black dye

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4500321A (en) * 1980-06-04 1985-02-19 Ciba-Geigy Corporation Process for the preparation of concentrated fluid dye compositions
US5071442A (en) * 1990-01-09 1991-12-10 Ciba-Geigy Corporation Process for dyeing or printing cellulosic textile fibre material by the trichromatic technique: reactive dyes
DE19547800A1 (en) * 1994-12-23 1996-06-27 Ciba Geigy Ag Aq. ink jet printing ink giving weather-resistant prints
DE19509956A1 (en) * 1995-03-18 1996-09-19 Basf Ag Blue dye mixts. contg. two copper phthalazan dyes used in tri-chrome mixt.
JPH11199794A (en) * 1998-01-13 1999-07-27 Sumitomo Chem Co Ltd Reactive dye composition and use thereof
CN1810891A (en) * 2005-01-25 2006-08-02 京仁洋行 Novel reactive dye composition with three-color combination
CN102719115A (en) * 2012-07-02 2012-10-10 浙江劲光化工有限公司 Composite active black dye

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
杨新玮等: "《化工产品手册 染料》", 31 January 2005 *

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