CN116102902A - Preparation method of high-concentration liquid disperse dye - Google Patents

Preparation method of high-concentration liquid disperse dye Download PDF

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Publication number
CN116102902A
CN116102902A CN202310197914.0A CN202310197914A CN116102902A CN 116102902 A CN116102902 A CN 116102902A CN 202310197914 A CN202310197914 A CN 202310197914A CN 116102902 A CN116102902 A CN 116102902A
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disperse dye
concentration liquid
liquid disperse
preparing
component
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刘承海
杨雷
陈智杰
徐丹
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Zhejiang University Of Technology Shaoxing Keqiao Research Institute Co ltd
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Zhejiang University Of Technology Shaoxing Keqiao Research Institute 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes
    • C09B67/0082Preparations of disperse dyes or solvent dyes in liquid form
    • 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
    • C09B67/006Preparation of organic pigments
    • 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
    • C09B67/006Preparation of organic pigments
    • C09B67/0063Preparation of organic pigments of organic pigments with only macromolecular substances
    • 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
    • C09B67/0084Dispersions of dyes
    • C09B67/0085Non common dispersing agents
    • C09B67/009Non common dispersing agents polymeric dispersing agent
    • 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
    • C09B67/0084Dispersions of dyes
    • C09B67/0091Process features in the making of dispersions, e.g. ultrasonics

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

Abstract

The invention belongs to the technical field of liquid disperse dyes, and in particular relates to a preparation method of a high-concentration liquid disperse dye. The high-concentration liquid disperse dye prepared by the invention has the characteristics of small particle size, good dispersibility, good stability and the like, has the particle size of less than or equal to 90nm, can be mixed and diluted with water in any proportion in the use process, and is easy to store and transport.

Description

Preparation method of high-concentration liquid disperse dye
Technical Field
The invention belongs to the technical field of disperse dyes, and particularly relates to a preparation method of a high-concentration liquid disperse dye.
Background
The liquid disperse dye is a novel product for replacing the traditional powdery disperse dye, and has the advantages of simple and convenient production operation, excellent performance, obvious energy-saving and emission-reducing effects and the like. There are many methods for preparing liquid disperse dyes, for example, patent CN202110584812 discloses a polymeric dispersant for liquid disperse dyes, a synthetic method and application thereof, and the liquid disperse dye is prepared by using the polymeric dispersant; patent CN202111031704 discloses a nano-scale red liquid disperse dye and a preparation method thereof; patent CN202111084837 discloses a liquid disperse dye for high Wen Jinran and a preparation method thereof. However, in the practical application process, the conventional powder dye dispersant is used in an amount of about 40-70% of the system mass, so that the COD of the printing and dyeing wastewater is high, and the dyeing fastness and the dye utilization rate are low. Therefore, the dye concentration of the liquid disperse dye serving as a substitute is critical, but the dye concentration of a large number of liquid disperse dye products is still low at present, generally 10-20%, and the liquid disperse dye products with higher concentration are less on the market. The high-concentration disperse dye has great advantages in the aspects of storage and transportation, and has good market prospect.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides a preparation method of high-concentration disperse dye, which solves the problem of low concentration of the existing liquid disperse dye.
In order to achieve the technical purpose, the technical scheme of the invention is as follows:
a preparation method of a high-concentration liquid disperse dye comprises the following steps:
step 1, dissolving vinyl monomers in water, preparing a mixed solution with the mass fraction of 10-20%, then adding an initiator, and reacting at constant temperature for 10 hours to obtain a transparent polymer solution, and recording the transparent polymer solution as a component A, wherein the vinyl monomers adopt a mixture of acrylic acid, methacrylic acid and dimethylaminoethyl acrylate, and the mass ratio of the three is 1:1:3-5; the initiator adopts ammonium persulfate, the mass fraction of the ammonium persulfate is 1-5%, and the temperature of the constant-temperature reaction is 80 ℃;
step 2, dispersing silane monomer into water containing a nonionic emulsifier OP-10 to prepare a mixed solution with the mass fraction of 20-30%, then adding dodecylbenzene sulfonic acid, reacting at constant temperature for 10 hours to obtain organosilicon emulsion, and marking the organosilicon emulsion as a component B; wherein the silane monomer is a mixture of octamethyl cyclotetrasiloxane and decamethyl cyclopentasiloxane, and the mass ratio of the octamethyl cyclotetrasiloxane to the decamethyl cyclopentasiloxane is 1:1-2; the temperature of the constant temperature reaction is 85 ℃.
Step 3, mixing and stirring the component A and the component B uniformly, adding a disperse dye filter cake, sealing, shearing at high temperature and high pressure, pouring out and cooling after the completion, and marking as a component C; wherein the high-temperature high-pressure shearing temperature is 80-90 ℃, the pressure is 0.3-0.5MPa, and the shearing speed is 15000-35000r/min; the disperse dye comprises one or more of azo disperse dye, anthraquinone disperse dye and heterocyclic disperse dye; the mass fraction of the disperse dye in the component C is 60-70%;
step 4, concentrating the component C through rotary distillation, and concentrating to obtain high-concentration liquid disperse dye; wherein the mass fraction of the liquid disperse dye after rotary distillation is 70-80%.
The high-concentration liquid disperse dye in the step 4 is pasty.
The particle size of the disperse dye in the high-concentration liquid disperse dye in the step 4 is 50-90nm.
From the above description, it can be seen that the present invention has the following advantages:
1. the invention solves the problem of low concentration of the existing liquid disperse dye, utilizes vinyl monomer and silane monomer to prepare emulsion, mixes the emulsion to form high molecular emulsion as a dispersion stabilizer, and combines sealing high-speed shearing and rotary distillation concentration to form the high-concentration liquid disperse dye with smaller particle size, better stability and dye mass fraction of 70-80 percent.
2. The high-concentration liquid disperse dye prepared by the invention is pasty, and is extremely convenient to store and transport.
Detailed Description
The invention is described in detail with reference to examples, but without any limitation to the claims of the invention.
A preparation method of a high-concentration liquid disperse dye comprises the following steps:
step 1, dissolving vinyl monomers in water, preparing a mixed solution with the mass fraction of 10-20%, then adding an initiator, and reacting at constant temperature for 10 hours to obtain a transparent polymer solution, and recording the transparent polymer solution as a component A, wherein the vinyl monomers adopt a mixture of acrylic acid, methacrylic acid and dimethylaminoethyl acrylate, and the mass ratio of the three is 1:1:3-5; the initiator adopts ammonium persulfate, the mass fraction of the ammonium persulfate is 1-5%, and the temperature of the constant-temperature reaction is 80 ℃;
step 2, dispersing silane monomer into water solution with the mass fraction of 3% of a nonionic emulsifier OP-10 to prepare mixed solution with the mass fraction of 20-30%, then adding dodecylbenzene sulfonic acid, reacting at constant temperature for 10 hours to obtain organosilicon emulsion, and marking the organosilicon emulsion as a component B; wherein the silane monomer is a mixture of octamethyl cyclotetrasiloxane (D4) and decamethyl cyclopentasiloxane (D5), and the mass ratio of the octamethyl cyclotetrasiloxane to the decamethyl cyclopentasiloxane is 1:1-2; the temperature of the constant temperature reaction is 85 ℃.
Step 3, mixing and stirring the component A and the component B uniformly, adding a disperse dye filter cake, sealing, shearing at high temperature and high pressure, pouring out and cooling after the completion, and marking as a component C; wherein the high-temperature high-pressure shearing temperature is 80-90 ℃, the pressure is 0.3-0.5MPa, and the shearing speed is 15000-35000r/min; the disperse dye comprises one or more of azo disperse dye, anthraquinone disperse dye and heterocyclic disperse dye; the mass fraction of the disperse dye in the component C is 60-70%;
step 4, concentrating the component C through rotary distillation, and concentrating to obtain high-concentration liquid disperse dye; wherein the mass fraction of the liquid disperse dye after rotary distillation is 70-80%.
The high concentration liquid disperse dyes, respectively designated examples 1-8, were prepared according to the above preparation method, and are specifically as follows:
composition of component A:
Figure BDA0004107882710000031
Figure BDA0004107882710000041
composition of component B:
Figure BDA0004107882710000042
the composition ratios and parameters of examples 1 to 8 are shown in the following table:
Figure BDA0004107882710000043
/>
Figure BDA0004107882710000051
comparative example 1
As comparative example 1, there was prepared a liquid disperse dye prepared by mixing 50g of the disperse dye, 12.5g of diffused CNF, 0.1g of peregal O, 0.1g of glycerin and 62.5g of distilled water in a sand mill or a grinder.
Comparative example 2
As comparative example 2, ZL201410854280.2, example 1 was prepared by adding 75 g of water to 20 g of a blue disperse dye, 4.8 g of a dispersing agent CNF, 0.1g of peregal O and 0.1g of glycerin, and grinding and dispersing the mixture by a sand mill.
The liquid disperse dyes of examples 1-8 and comparative examples 1-2 were tested and compared as follows:
Figure BDA0004107882710000061
wherein, the mass fraction of the dye is calculated by adopting a weight method, and the particle size is tested: the particle size and distribution of pigment particles in the pigment/monomer dispersion were measured using a Malvern Zetasizer Nano series dynamic light scattering instrument. The scanning angle is 90 degrees, the laser wavelength is 633nm, and the temperature is controlled at 25 ℃. The final particle size was averaged over 3 tests.
The detection data show that the high-concentration liquid disperse dye prepared by the technical scheme has higher mass concentration of the disperse dye and is superior to the existing product serving as a comparative example.
It is to be understood that the foregoing detailed description of the invention is merely illustrative of the invention and is not limited to the embodiments of the invention. It will be understood by those of ordinary skill in the art that the present invention may be modified or substituted for elements thereof to achieve the same technical effects; as long as the use requirement is met, the invention is within the protection scope of the invention.

Claims (10)

1. A preparation method of a high-concentration liquid disperse dye is characterized by comprising the following steps: the method comprises the following steps:
step 1, vinyl monomer is dissolved in water to prepare a mixed solution with the mass fraction of 10-20%, then an initiator is added and the mixture is reacted at constant temperature for 10 hours to obtain a transparent polymer solution, and the transparent polymer solution is recorded as a component A;
step 2, dispersing silane monomer into water containing a nonionic emulsifier OP-10 to prepare a mixed solution with the mass fraction of 20-30%, then adding dodecylbenzene sulfonic acid, reacting at constant temperature for 10 hours to obtain organosilicon emulsion, and marking the organosilicon emulsion as a component B;
step 3, mixing and stirring the component A and the component B uniformly, adding a disperse dye filter cake, sealing, shearing at high temperature and high pressure, pouring out and cooling after the completion, and marking as a component C;
and 4, concentrating the component C by rotary distillation, and concentrating to obtain the high-concentration liquid disperse dye.
2. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the vinyl monomer in the step 1 adopts a mixture of acrylic acid, methacrylic acid and dimethylaminoethyl acrylate, the mass ratio of the acrylic acid to the methacrylic acid to the dimethylaminoethyl acrylate is 1:1:3-5, the initiator adopts ammonium persulfate, and the mass fraction of the ammonium persulfate is 1-5%.
3. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the temperature of the constant temperature reaction in the step 1 is 80 ℃.
4. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the silane monomer in the step 2 is a mixture of octamethyl cyclotetrasiloxane and decamethyl cyclopentasiloxane, and the mass ratio of the octamethyl cyclotetrasiloxane to the decamethyl cyclopentasiloxane is 1:1-2.
5. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the temperature of the constant temperature reaction in the step 2 is 85 ℃.
6. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the high-temperature high-pressure shearing temperature in the step 3 is 80-90 ℃, the pressure is 0.3-0.5MPa, and the shearing speed is 15000-35000r/min.
7. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the disperse dye in the step 3 comprises one or more of azo disperse dye, anthraquinone disperse dye and heterocyclic disperse dye, and the mass fraction of the disperse dye in the component C is 60-70%.
8. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the mass fraction of the liquid disperse dye after rotary distillation in the step 4 is 70-80%.
9. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the high-concentration liquid disperse dye in the step 4 is pasty.
10. The method for preparing a high-concentration liquid disperse dye according to claim 1, wherein: the particle size of the disperse dye in the high-concentration liquid disperse dye in the step 4 is 50-90nm.
CN202310197914.0A 2023-03-03 2023-03-03 Preparation method of high-concentration liquid disperse dye Pending CN116102902A (en)

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5961704A (en) * 1997-02-19 1999-10-05 The Pilot Ink Co., Ltd. Aqueous marking pen ink composition for writing board
CN104497630A (en) * 2014-12-25 2015-04-08 郑州鸿盛数码科技股份有限公司 Fluorescent disperse dye dispersion, preparation method thereof and fluorescent disperse dye ink
CN111662405A (en) * 2020-06-30 2020-09-15 浙江理工大学 Preparation method of self-adhesive polymer/disperse dye composite particle and application of self-adhesive polymer/disperse dye composite particle in polyester hot-melt dyeing
CN114539806A (en) * 2022-02-16 2022-05-27 江南大学 Preparation method of nano-coated disperse dye

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5961704A (en) * 1997-02-19 1999-10-05 The Pilot Ink Co., Ltd. Aqueous marking pen ink composition for writing board
CN104497630A (en) * 2014-12-25 2015-04-08 郑州鸿盛数码科技股份有限公司 Fluorescent disperse dye dispersion, preparation method thereof and fluorescent disperse dye ink
CN111662405A (en) * 2020-06-30 2020-09-15 浙江理工大学 Preparation method of self-adhesive polymer/disperse dye composite particle and application of self-adhesive polymer/disperse dye composite particle in polyester hot-melt dyeing
CN114539806A (en) * 2022-02-16 2022-05-27 江南大学 Preparation method of nano-coated disperse dye

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