CN111621167A - High light fastness type gray-to-black dispersed anthraquinone dye mixture - Google Patents

High light fastness type gray-to-black dispersed anthraquinone dye mixture Download PDF

Info

Publication number
CN111621167A
CN111621167A CN202010405091.2A CN202010405091A CN111621167A CN 111621167 A CN111621167 A CN 111621167A CN 202010405091 A CN202010405091 A CN 202010405091A CN 111621167 A CN111621167 A CN 111621167A
Authority
CN
China
Prior art keywords
anthraquinone
light fastness
high light
disperse
gray
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
CN202010405091.2A
Other languages
Chinese (zh)
Inventor
吴礼富
云守诗
倪佳斌
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.)
Zhejiang Bo'ao New Materials Co ltd
Original Assignee
Zhejiang Bo'ao New Materials 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 Zhejiang Bo'ao New Materials Co ltd filed Critical Zhejiang Bo'ao New Materials Co ltd
Priority to CN202010405091.2A priority Critical patent/CN111621167A/en
Publication of CN111621167A publication Critical patent/CN111621167A/en
Pending legal-status Critical Current

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
    • 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
    • C09B67/0034Mixtures of two or more pigments or dyes of the same type
    • C09B67/0038Mixtures of anthraquinones
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention discloses a high light fastness type gray-to-black dispersed anthraquinone dye mixture, which comprises 0.1-75% of one or more mixed anthraquinone structure type dispersed blue dyes, 0.1-75% of one or more mixed anthraquinone structure type dispersed red dyes and one or more mixed anthraquinone structure type solvent yellow dyes in percentage by mass, and the balance of auxiliaries. The gray-to-black dispersed anthraquinone dye mixture has high light fastness and can meet high-intensity light fastness.

Description

High light fastness type gray-to-black dispersed anthraquinone dye mixture
Technical Field
The invention belongs to the technical field of anthraquinone dye mixtures, and particularly relates to a high light fastness type gray-to-black dispersed anthraquinone dye mixture.
Background
Anthraquinone dyes are the second largest dyes currently used, and have the main advantage of excellent light fastness, and particularly for high-grade light-fast dyes, anthraquinone dyes are still the first choice. Polyester fiber is widely used for automobile interior decoration, home decoration and tent fabric, and the dyed polyester fiber is required to have excellent light fastness, and the requirement of the light fastness is continuously improved, but at present, automobile manufacturers of various brands put forward more rigorous standards of the light fastness. The variety of the disperse dyes which can meet the requirement of high light fastness is few, the conventional azo disperse dyes account for about 60 percent of the disperse dyes, the chemical properties of azo bonds in the azo dyes are more active, the azo bonds are easy to break under the action of a reducing agent, outdoor ultraviolet rays and the like, and in order to improve the defects of the conventional disperse dyes, a proper disperse dye composition needs to be searched, so that the hue has high light fastness and the strictest light fastness test is adapted.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a high light fastness type dispersed gray-to-black anthraquinone dye mixture, which has high light fastness and can meet the requirement of high-intensity light.
In order to solve the technical problem, the invention is solved by the following technical scheme: the high light fastness type gray-to-black dispersed anthraquinone dye mixture comprises, by mass, 0.1-75% of one or more mixed anthraquinone structure type disperse blue dyes, 0.1-75% of one or more mixed anthraquinone structure type disperse red dyes, one or more mixed anthraquinone structure type solvent yellow dyes and the balance of an auxiliary agent.
In the above technical solution, preferably, the composition comprises, by mass: 0.1-75% of a dye monomer A shown in the formula (I),
Figure BDA0002489862440000021
0.1-75% of a dye monomer B as shown in formula (II),
Figure BDA0002489862440000022
0.1-75% of a dye monomer C as shown in formula (III),
Figure BDA0002489862440000023
the balance of auxiliary agents.
In the above technical scheme, preferably, the dye comprises, by mass, 20% to 25% of a dye monomer A, 15% to 20% of a dye monomer B, and 17% to 25% of a dye monomer C.
In the above technical scheme, preferably, the dye comprises, by mass, 25% to 35% of a dye monomer A, 12% to 15% of a dye monomer B, and 10% to 15% of a dye monomer C.
In the above technical scheme, preferably, the dye comprises, by mass, 25% to 70% of the dye monomer A, 1% to 20% of the dye monomer B, and 1% to 20% of the dye monomer C.
In the above technical solution, preferably, the auxiliary agent is a dispersant, a dispersing agent, and a surfactant.
In the above technical solution, preferably, the auxiliary agent is one or a mixture of more of a naphthalene sulfonic acid formaldehyde condensate, a lignosulfonate, and an alkyl naphthalene sulfonic acid formaldehyde condensate.
In the above technical solution, preferably, the auxiliary agent is one or a mixture of more of a methyl naphthalene sulfonic acid formaldehyde condensate, a benzyl naphthalene sulfonic acid formaldehyde condensate and sodium lignosulfonate.
In the above technical solution, preferably, the anthraquinone structure type disperse blue dye includes disperse blue 54, disperse blue 60, disperse blue 73, disperse blue 77, disperse blue 87 and disperse blue 143, the anthraquinone structure type disperse red dye includes disperse red 86, disperse red 92, disperse red 146 and disperse red 191, and the anthraquinone structure type solvent yellow dye includes solvent yellow 163 and solvent yellow 167.
Compared with the prior art, the invention has the following beneficial effects: the dye mixture has high light fastness and can meet the requirement of high-intensity light.
Detailed Description
The present invention will be described in further detail with reference to specific embodiments and comparative examples below: dye monomers shown in formula (I), formula (II) and formula (III) and an auxiliary agent are mixed according to the following table 1, and the auxiliary agent adopts a methyl naphthalene sulfonic acid formaldehyde condensate as a dispersing agent.
After 30mg of the mixture and 100mg of the dispersing agent are sanded and dispersed, distilled water is added to fix the volume to 200ml, acetic acid/sodium acetate buffer solution is added to adjust the pH value of the solution to 4.5, 5g of polyester knitted fabric is added, the temperature is raised to 135 ℃ for dyeing for 30 minutes, then the fabric sample is taken out for reduction and cleaning, the solution is fully washed by water and dried, the obtained dyed fabric is subjected to a light fastness test, the light fastness test adopts a light fastness determination method of Japan Toyota automobile company, a high-energy xenon lamp is used, the irradiation density is 150W/m2 (300-.
Respectively adopting the dyes in comparative examples 1-3, sanding and dispersing 30mg of the mixture and 100mg of the dispersing agent, adding distilled water to a constant volume of 200ml, adding acetic acid/sodium acetate buffer solution to adjust the pH value of the solution to 4.5, adding 5g of polyester knitted fabric, heating to 135 ℃ for dyeing for 30 minutes, then taking out the cloth sample for reduction and cleaning, fully leaching and drying by using water, and carrying out a light fastness test on the obtained dyed fabric, wherein the light fastness test adopts a light fastness test method of Japan Toyota automobile company, a high-energy xenon lamp is used, the irradiation density is 150W/m2(300-400nm), the blackboard temperature is 73 +/-3 ℃, and the irradiation is carried out for 38 cycles, and each cycle comprises 3.8 hours of irradiation time and 1 hour of non-irradiation time, so as to obtain the light fastness shown in Table 1.
Table 1, the light fastness measured for each example and comparative example is shown in the table.
Figure BDA0002489862440000041
From the data in Table 1, it is understood that the dye mixtures of examples 1 to 9 of the present invention have a light fastness of 6 to 7, while the light fastness of 4 to 5 using the color-approximated comparative dyes of comparative examples 1 to 3, it is understood that the mixture of the disperse gray to black anthraquinone-type dyes shown in examples 1 to 9 has a high light fastness to satisfy a high intensity of light as compared with the disperse dyes shown in comparative examples 1 to 3.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that it is obvious to those skilled in the art that various modifications and improvements can be made without departing from the principle of the present invention, and these modifications and improvements should also be considered as the protection scope of the present invention.

Claims (9)

1. The high light fastness type gray-to-black dispersed anthraquinone dye mixture is characterized by comprising 0.1-75% of one or more mixed anthraquinone structure type dispersed blue dyes, 0.1-75% of one or more mixed anthraquinone structure type dispersed red dyes and one or more mixed anthraquinone structure type solvent yellow dyes in percentage by mass, and the balance of auxiliaries.
2. The high light fastness, gray to black dispersed anthraquinone dye mixture according to claim 1, comprising in mass percent: 0.1-75% of a dye monomer A shown in the formula (I),
Figure FDA0002489862430000011
0.1-75% of a dye monomer B as shown in formula (II),
Figure FDA0002489862430000012
0.1-75% of a dye monomer C as shown in formula (III),
Figure FDA0002489862430000013
the balance of auxiliary agents.
3. The high light fastness, gray to black disperse anthraquinone-based dye mixture according to claim 2, comprising, in mass%, 20% to 25% of chromatid a, 15% to 20% of chromatid B, 17% to 25% of chromatid C.
4. The high light fastness, gray to black disperse anthraquinone dye mixture according to claim 2, comprising, in mass%, 25% to 35% of chromatid a, 12% to 15% of chromatid B, 10% to 15% of chromatid C.
5. The high light fastness, gray to black disperse anthraquinone dye mixture according to claim 2, comprising, in mass%, 25% to 70% of chromatid a, 1% to 20% of chromatid B, 1% to 20% of chromatid C.
6. The high light fastness, gray to black dispersed anthraquinone dye mixture of claim 2, wherein said adjuvants are dispersants, dispersants and surfactants.
7. The high light fastness, gray to black dispersed anthraquinone-based dye mixture of claim 6, wherein said adjuvant is one or more of a naphthalene sulfonic acid formaldehyde condensate, a lignosulfonate salt and an alkyl naphthalene sulfonic acid formaldehyde condensate.
8. The high light fastness, gray to black dispersed anthraquinone dye mixture of claim 7, wherein said adjuvant is a mixture of one or more of a methylnaphthalenesulfonic acid formaldehyde condensate, a naphthalenesulfonic acid formaldehyde condensate, a benzylnaphthalenesulfonic acid formaldehyde condensate and sodium lignosulfonate.
9. The high light-fastness, gray-to-black dispersed anthraquinone dye mixture according to claim 1, wherein said anthraquinone structure type disperse blue dyes comprise disperse blue 54, disperse blue 60, disperse blue 73, disperse blue 77, disperse blue 87 and disperse blue 143, said anthraquinone structure type disperse red dyes comprise disperse red 86, disperse red 92, disperse red 146 and disperse red 191, and said anthraquinone structure type solvent yellow dyes comprise solvent yellow 163 and solvent yellow 167.
CN202010405091.2A 2020-05-13 2020-05-13 High light fastness type gray-to-black dispersed anthraquinone dye mixture Pending CN111621167A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010405091.2A CN111621167A (en) 2020-05-13 2020-05-13 High light fastness type gray-to-black dispersed anthraquinone dye mixture

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010405091.2A CN111621167A (en) 2020-05-13 2020-05-13 High light fastness type gray-to-black dispersed anthraquinone dye mixture

Publications (1)

Publication Number Publication Date
CN111621167A true CN111621167A (en) 2020-09-04

Family

ID=72257939

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010405091.2A Pending CN111621167A (en) 2020-05-13 2020-05-13 High light fastness type gray-to-black dispersed anthraquinone dye mixture

Country Status (1)

Country Link
CN (1) CN111621167A (en)

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004168950A (en) * 2002-11-21 2004-06-17 Dystar Japan Ltd Disperse dye mixture having high color fastness to light
CN101309975A (en) * 2005-11-16 2008-11-19 纪和化学工业株式会社 Disperse die, disperse die composition, ink for ink-jet printing, and staining method and stained material using the die, composition or ink
CN100439452C (en) * 2003-07-04 2008-12-03 德意志戴斯达纺织品及染料两合公司 Disperse dye mixtures which have a high degree of light fastness
CN102127313A (en) * 2010-12-24 2011-07-20 上海宜连化工科技有限公司 High-light-fastness red disperse dye composition and use thereof
US20120246843A1 (en) * 2011-03-29 2012-10-04 Dystar L.P. Disperse dye mixtures which have a high degree of light fastness and build-up
CN102775812A (en) * 2012-06-13 2012-11-14 浙江吉华集团股份有限公司 Disperse dye mixture and application thereof
CN102827492A (en) * 2012-09-28 2012-12-19 吴江市绿洲染料化工有限公司 Performance-improved disperse blue dye mixture
WO2013051339A1 (en) * 2011-10-07 2013-04-11 日本化薬株式会社 Dye composition for coloring resin
CN103228740A (en) * 2010-11-19 2013-07-31 日本化药株式会社 Disperse dye and method for dyeing hydrophobic fiber material using same
CN103228741A (en) * 2010-11-30 2013-07-31 日本化药株式会社 Disperse dyes and method for dyeing hydrophobic fiber material using same
CN104263013A (en) * 2014-08-30 2015-01-07 浙江花蝶化学股份有限公司 High-light-fastness disperse black dye composition
CN104804471A (en) * 2015-03-19 2015-07-29 江苏亚邦染料股份有限公司 Black disperse dye composition, black disperse dye and application of black disperse dye

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004168950A (en) * 2002-11-21 2004-06-17 Dystar Japan Ltd Disperse dye mixture having high color fastness to light
CN100439452C (en) * 2003-07-04 2008-12-03 德意志戴斯达纺织品及染料两合公司 Disperse dye mixtures which have a high degree of light fastness
CN101309975A (en) * 2005-11-16 2008-11-19 纪和化学工业株式会社 Disperse die, disperse die composition, ink for ink-jet printing, and staining method and stained material using the die, composition or ink
CN103228740A (en) * 2010-11-19 2013-07-31 日本化药株式会社 Disperse dye and method for dyeing hydrophobic fiber material using same
CN103228741A (en) * 2010-11-30 2013-07-31 日本化药株式会社 Disperse dyes and method for dyeing hydrophobic fiber material using same
CN102127313A (en) * 2010-12-24 2011-07-20 上海宜连化工科技有限公司 High-light-fastness red disperse dye composition and use thereof
US20120246843A1 (en) * 2011-03-29 2012-10-04 Dystar L.P. Disperse dye mixtures which have a high degree of light fastness and build-up
WO2013051339A1 (en) * 2011-10-07 2013-04-11 日本化薬株式会社 Dye composition for coloring resin
CN102775812A (en) * 2012-06-13 2012-11-14 浙江吉华集团股份有限公司 Disperse dye mixture and application thereof
CN102827492A (en) * 2012-09-28 2012-12-19 吴江市绿洲染料化工有限公司 Performance-improved disperse blue dye mixture
CN104263013A (en) * 2014-08-30 2015-01-07 浙江花蝶化学股份有限公司 High-light-fastness disperse black dye composition
CN104804471A (en) * 2015-03-19 2015-07-29 江苏亚邦染料股份有限公司 Black disperse dye composition, black disperse dye and application of black disperse dye

Similar Documents

Publication Publication Date Title
CN109705618B (en) Disperse brilliant red dye composition and dye product
CN108130759B (en) Method for realizing covalent binding dyeing of protein fiber fabric by aromatic primary amine dye
CN101984002B (en) Blue disperse dye with high light fastness for polyester fiber
CN110305500B (en) Dye composition, disperse dye product containing dye composition and application of disperse dye product
CN109777150B (en) Acid dye composition for one-bath dyeing
CN113563737A (en) Blue-to-black disperse dye composition and dye product
CN109810541B (en) Acid dye composition and dye product thereof
CN111621167A (en) High light fastness type gray-to-black dispersed anthraquinone dye mixture
CN111925667A (en) Dacron washing-free dye composition and preparation process and dyeing process thereof
CN108530947B (en) Environment-friendly economical disperse red dye mixture
CN106833020B (en) Disperse dye composition and application thereof
CN109181361A (en) A kind of high colouring dispersed ruby dye mixture
CN112574594B (en) Disperse yellow-orange dye composition and product thereof
CN115044224A (en) High-alkali-resistance and high-brilliance-degree disperse dye and preparation method and application thereof
CN111117290B (en) Disperse red dye composition and dye product
CN108841202B (en) Disperse yellow dye mixture with improved sublimation fastness
CN115029015B (en) Disperse dye composition capable of replacing disperse violet 26
CN112876876A (en) Disperse yellow-orange dye composition and dye product thereof
WO2020147344A1 (en) Dispersed dark blue dye preparation method and application
CN108329716B (en) Disperse blue dye composition and dye product
CN111454589A (en) Disperse yellow dye composition and preparation method thereof
CN116641246B (en) In-situ diazotization-coupling dyeing method of isatoic anhydride modified protein material
WO2020147343A1 (en) Preparation method for and application of dispersed emerald blue dye
CN109054429B (en) Azo dye compound containing acetamide group and preparation method and application thereof
CN111303661B (en) Disperse red dye composition, disperse red dye preparation and application thereof

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
RJ01 Rejection of invention patent application after publication

Application publication date: 20200904

RJ01 Rejection of invention patent application after publication