CN109535769A - A kind of dispersion red dye composition and dye preparations - Google Patents

A kind of dispersion red dye composition and dye preparations Download PDF

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Publication number
CN109535769A
CN109535769A CN201811547998.1A CN201811547998A CN109535769A CN 109535769 A CN109535769 A CN 109535769A CN 201811547998 A CN201811547998 A CN 201811547998A CN 109535769 A CN109535769 A CN 109535769A
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China
Prior art keywords
component
red dye
dye composition
formula
dispersion red
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CN201811547998.1A
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Chinese (zh)
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CN109535769B (en
Inventor
汪仁良
宋瑜
赵广明
邱雯
陈东
沈建良
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ZHEJIANG LONGSHENG CHEMICALS CO Ltd
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ZHEJIANG LONGSHENG CHEMICALS CO Ltd
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    • 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • 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
    • C09B67/0079Azoic dyestuff preparations
    • 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

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

Abstract

The invention discloses a kind of dispersion red dye compositions, include component A, component B and component C, the component A is selected from least one of following formula (I), the component B is selected from least one of following formula (II), and the component C is selected from least one of following formula (III).Invention further provides a kind of dispersive red dye product, contain the dispersion red dye composition and auxiliary agent.The present invention also provides application of the dispersive red dye product in hydrophobic fiber material dyeing, there is the features such as good dispersion, intensity are high, and dye dosage saves and every color fastness is excellent.

Description

A kind of dispersion red dye composition and dye preparations
(1) technical field
The present invention relates to a kind of dispersion red dye composition and dye preparations, especially a kind of suitable printing hydrophobic fiber The dispersion red dye composition and dye preparations of material.
(2) background technique
In recent years, it exports in American-European exporting goods, for the additional properties for improving textile, it will usually fabric be carried out special Different final finishing such as thermal finalization operates, since the conventional resistance to thermal mobility of disperse dyes is poor, when contaminating polyester textile, in final finishing During high temperature stentering forming, dyestuff moves to fiber sheath by fiber capillary from fibrous inside, makes dyestuff in fiber table Face accumulation, stains other fabrics, rub resistance, washing color fastness are decreased obviously.Such as document CN1640942A, CN1640943A A kind of red disperse dyes composition is provided, after final finishing thermal finalization, rub resistance, washing color fastness are decreased obviously.
(3) summary of the invention
The present invention provides a kind of dispersion red dye composition and dye preparations, and the dyestuff good dispersion, stability are good, respectively Item color fastness is excellent.
The technical solution adopted by the present invention is that:
A kind of dispersion red dye composition, comprising component A, component B and component C, the component A in following formula (I) At least one, the component B is selected from least one of following formula (II), and the component C is selected from following formula (III) at least It is a kind of.Based on the component A, component B and component C, the mass percentage of component A is 5~90%, the quality hundred of component B Dividing content is 5~90%, and the mass percentage of component C is 5~90%:
In above formula (I)~formula (III):
X1For cyano or nitro;
X2For halogen or-CF3, preferably bromine, chlorine or-CF3
X3For hydrogen, halogen or C1~C4Alkyl, preferably hydrogen, chlorine or methyl;
R1For hydrogen or halogen, preferably hydrogen or chlorine;
R2For C1~C4Alkyl ,-NHCOCH3Or-NHCOC2H5
R3~R6Respectively stand alone as C1~C4Alkyl, preferably methyl or ethyl;
R7For hydrogen or C1~C4Alkyl, preferably hydrogen or methyl;
R8For-OC3H7、-OCH2COOC2H4OCH3Or
Further, the component A preferably is selected from one of following formula or in which two or more mixtures:
Further, the component B preferably is selected from one of following formula or in which two or more mixtures:
Further, the component C preferably is selected from one of following formula or in which two or more mixtures:
Preferably, the dispersion red dye composition includes component A, component B and component C, based on the component A, group Divide B and component C, the mass percentage of component A is 10~70%, and the mass percentage of component B is 10~70%, component C Mass percentage be 20~80%.
Dispersion red dye composition of the present invention preferably comprises component A, component B and component C, in which:
Component A is selected from least one of formula (I -1)~(I -4);
Component B is selected from least one of formula (II -1)~(II -4);
Component C is selected from least one of formula (III -1)~(III -2);
Based on component A, component B and component C, the mass percentage of component A is 10~70%, the quality percentage of component B Content is 10~70%, and the mass percentage of component C is 20~80%.
Dispersion red dye composition of the present invention, when as commodity selling or being applied to textile material coloring, usually It also needs that auxiliary agent is added and is post-processed.Therefore, the present invention also provides a kind of dispersive red dye products, by the disperse red The weight ratio of dye composite and auxiliary agent composition, auxiliary agent and dispersion red dye composition is 0.2~5:1.The auxiliary agent is Common dispersing agent, diffusant and other surfactants etc. when disperse dyes compound preferably are selected from one of following or in which two kinds Above mixture: naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation products (such as methyl naphthalene sulfonic acid Formaldehyde condensation products (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl naphthalene sulfonic acid-formaldehyde condensation product (diffusant CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), sodium sulphate etc..
Dispersive red dye product of the present invention the preparation method is as follows:
The dye monomer compound (former dyestuff, dyestuff filter-cakes) of said components A, component B and component C are mixed according to the ratio Afterwards, corpusculed is carried out with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water;It in addition can also be by above-mentioned dyestuff list Body compound carry out corpusculed processing with pulverizers such as sand mill or grinders in the presence of auxiliary agent, water respectively after in proportion It is mixed.It is of the present invention blue to black disperse dye product, it is liquid after being ground with sand mill or grinder, does by spraying It can be powdery, graininess after dry, this is well known to those skilled in the art preparation method.
In the present invention, dye composition shown in formula (I)~(III) is convenient to by well known to those skilled in the art heavy Nitridation, coupling manner synthesis, the method for being also referred to introduce in patent EP0555179A, US5194598A, EP0146269A Or similar method preparation, commercial goods can also be used.
It, can be by ways customary in industry to hydrophobic fiber material using dyestuff made of dye composite of the invention (such as polyester and its blended fabric) is dyed, and is such as dyed using common dip method or high-temperature and high pressure dyeing process, can also For direct printing.Wherein, common dip method such as pre-processes hydrophobic fiber material, is put into dye vat and is disseminated, Dye finishes, and cold water wash to neutrality squeezes out, and restores again cleaning, dries;Fabric is such as carried out dye pre-treatment by direct printing, is dried Dry, setting prints disperse dyes mill base on printing machine, then is evaporated, and the dye fixing on fabric is made in the way of decatize, most After wash, stentering forming.
Dispersion red dye composition and dye preparations provided by the invention, when being applied to hydrophobic fiber material dyeing, point Scattered property is good, intensity is high, and it is a environmental protection and economy type dispersion red dye composition that dye dosage, which saves, and every color fastness is excellent.
(4) specific embodiment
The invention will be further described combined with specific embodiments below, but protection scope of the present invention is not limited in This:
Embodiment 1:
By the component A of 20 grams of formulas (I -1) compound, component B, 50 grams of formula (III -1) chemical combination of 30 grams of formula (II -1) compounds The component C of object and 180 grams of Dispersant MF, after adding 650 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can mention Supply the excellent red of fabric items fastness ability.
Embodiment 2:
By the component A of 25 grams of formulas (I -1) compound, component B, 50 grams of formula (III -2) chemical combination of 25 grams of formula (II -1) compounds The component C of object and 200 grams of Dispersant MF, after adding 800 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can mention Supply the excellent red of fabric items fastness ability.
Embodiment 3~30:
According to method described in embodiment 1 or 2, the difference is that being added using component A~component C structure and weight in table 1 Enter 200 grams of auxiliary agent (Dispersant MF is 150 grams, and sodium lignin sulfonate is 50 grams), slurries are made after adding 800 grams of blendings of water, grind Dispersion, dry, finished product, the dyestuff can be supplied to the excellent red of fabric items fastness ability.
Table 1
Comparative example 1,
By the middle embodiment 1 in patent CN1640942A as a comparison case 1.
Comparative example 2
By the middle embodiment 1 in patent CN1640943A as a comparison case 2.
Dyeing Example:
The dyestuff for weighing disperse dyes made from 2 grams of Examples 1 to 30, comparative example 1~2 respectively, using conventional high temperature height It is padded color method and thermal finalization processing dacron, in treatment process, controls dye level (o.w.f) 3.0%, bath raio 1: 25 is adjusted Value in Dyeing Process 4~5, room temperature enter dye, are warming up to 125 DEG C with 1 DEG C/min, keep the temperature 45min, by well-established law reduction washing, washing, do It is dry, 200 DEG C thermal finalization 30 seconds, obtain red dyeing and weaving object.According to ISO 105-X12, AATCC 61-2A test respectively rub resistance and Water-fastness staining fastness, as a result see the table below 2:
Table 2
Dispersion red dye composition provided by the present invention, when being applied to dacron dyeing, after final finishing thermal finalization Every color fastness is excellent.

Claims (10)

1. a kind of dispersion red dye composition, which is characterized in that comprising component A, component B and component C, the component A is selected from At least one of following formula (I), the component B are selected from least one of following formula (II), and the component C is selected from following formula (III) At least one of.Based on the component A, component B and component C, the mass percentage of component A is 5~90%, component B Mass percentage be 5~90%, the mass percentage of component C is 5~90%:
In above formula (I)~formula (III):
X1For cyano or nitro;
X2For halogen or-CF3, preferably bromine, chlorine or-CF3
X3For hydrogen, halogen or C1~C4Alkyl, preferably hydrogen, chlorine or methyl;
R1For hydrogen or halogen, preferably hydrogen or chlorine;
R2For C1~C4Alkyl ,-NHCOCH3Or-NHCOC2H5
R3~R6Respectively stand alone as C1~C4Alkyl, preferably methyl or ethyl;
R7For hydrogen or C1~C4Alkyl, preferably hydrogen or methyl;
R8For-OC3H7、-OCH2COOC2H4OCH3Or
2. a kind of dispersion red dye composition as described in claim 1, which is characterized in that X2For bromine, chlorine or-CF3, X3For hydrogen, Chlorine or methyl.
3. a kind of dispersion red dye composition as described in claim 1, which is characterized in that R1For hydrogen or chlorine, R2For methyl or- NHCOCH3, R3~R6Respectively stand alone as methyl or ethyl.
4. a kind of dispersion red dye composition as described in claim 1, which is characterized in that R7For hydrogen or methyl, R8For-OC3H7 Or
5. a kind of dispersion red dye composition as described in claim 1, the component A be selected from one of following formula or in which two kinds with On mixture:
6. a kind of dispersion red dye composition as described in claim 1, the component B be selected from one of following formula or in which two kinds with On mixture:
7. a kind of dispersion red dye composition as described in claim 1, the component C be selected from one of following formula or in which two kinds with On mixture:
It include component A, component B and component C 8. a kind of dispersion red dye composition as described in one of claim 1~7, In, component A is selected from least one of formula (I -1)~(I -4), and component B is selected from least one of formula (II -1)~(II -4), Component C is selected from least one of formula (III -1)~(III -2), is based on component A, component B and component C, the quality percentage of component A Content is 10~70%, and the mass percentage of component B is 10~70%, and the mass percentage of component C is 20~80%.
9. a kind of dispersion red dye composition as claimed in claim 8 is made of, wherein group component A, component B and component C A is divided to be selected from least one of formula (I -1)~(I -4), component B is selected from least one of formula (II -1)~(II -4), component C Selected from least one of formula (III -1)~(III -2), it is based on component A, component B and component C, the mass percentage of component A is The mass percentage of 10~70%, component B are 10~70%, and the mass percentage of component C is 20~80%.
10. a kind of dispersive red dye product, containing dispersion red dye composition described in claim 1 and auxiliary agent, auxiliary agent and The weight ratio of disperse dye composition is 0.2~5:1.
CN201811547998.1A 2018-12-19 2018-12-19 Disperse red dye composition and dye product Active CN109535769B (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114773876A (en) * 2022-05-20 2022-07-22 上海鸿源鑫创材料科技有限公司 Disperse red dye composition and product thereof
CN116656151A (en) * 2023-04-18 2023-08-29 浙江龙盛集团股份有限公司 Disperse red dye composition, dye product and application thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5529586A (en) * 1993-08-26 1996-06-25 Sumitomo Chemical Company, Limited Compositions containing a benzodifuranone compound and methods for coloring hydrophobic materials using the same
CN1640943A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Red dye composition
CN1640942A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Disperse red dye composition
CN106883641A (en) * 2016-12-31 2017-06-23 浙江龙盛集团股份有限公司 A kind of dispersed ruby dye composition and dye preparations

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5529586A (en) * 1993-08-26 1996-06-25 Sumitomo Chemical Company, Limited Compositions containing a benzodifuranone compound and methods for coloring hydrophobic materials using the same
CN1640943A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Red dye composition
CN1640942A (en) * 2004-12-16 2005-07-20 浙江龙盛集团股份有限公司 Disperse red dye composition
CN106883641A (en) * 2016-12-31 2017-06-23 浙江龙盛集团股份有限公司 A kind of dispersed ruby dye composition and dye preparations

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114773876A (en) * 2022-05-20 2022-07-22 上海鸿源鑫创材料科技有限公司 Disperse red dye composition and product thereof
CN114773876B (en) * 2022-05-20 2023-11-24 上海鸿源鑫创材料科技有限公司 Disperse red dye composition and product thereof
CN116656151A (en) * 2023-04-18 2023-08-29 浙江龙盛集团股份有限公司 Disperse red dye composition, dye product and application thereof

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