CN110714346B - Polyester dyeing carrier and preparation method thereof - Google Patents
Polyester dyeing carrier and preparation method thereof Download PDFInfo
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- CN110714346B CN110714346B CN201910975490.XA CN201910975490A CN110714346B CN 110714346 B CN110714346 B CN 110714346B CN 201910975490 A CN201910975490 A CN 201910975490A CN 110714346 B CN110714346 B CN 110714346B
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- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
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- 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
- D06P1/16—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 dispersed, e.g. acetate, dyestuffs
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- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
- D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
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- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
- D06P1/6495—Compounds containing carbonamide -RCON= (R=H or hydrocarbons)
- D06P1/6498—Compounds containing -CONCO-, e.g. phthalimides, hydantoine; Compounds containing RCONHSO2R (R=H or hydrocarbon)
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- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/667—Organo-phosphorus compounds
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Abstract
The invention provides a terylene dyeing carrier and a preparation method thereof, wherein the terylene dyeing carrier comprises 70-85% of N-alkyl-4-benzyloxyformyl-phthalimide, 5-10% of an anionic emulsifier, 5-10% of a nonionic emulsifier and 5-10% of a solvent by mass. It does not contain forbidden components such as APEO and the like, and also has the advantages of environmental protection, tastelessness, high efficiency and the like.
Description
Technical Field
The invention relates to the technical field of dyeing and finishing processes, in particular to a terylene dyeing carrier and a preparation method thereof.
Background
In recent years, the Chinese economy continues to rapidly increase and the domestic consumption capability is continuously improved, the domestic polyester fiber production can be increased at an astonishing speed, and the domestic polyester fiber production is the country with the largest polyester fiber production in the world. The polyester fiber has excellent performance and wide application field, and the excellent wearability of the polyester fiber makes the polyester fiber become one of the varieties with fastest development and highest yield in synthetic fibers.
With the improvement of living standard, the requirements of people on the quality of clothes are continuously improved, and the individuation, diversification and functionalization of clothes are pursued, so that the application of the multi-fiber composite fabric is wider. Some fibers which do not resist high temperature, such as wool, silk, chinlon, acrylon and the like, are blended with polyester fibers, the dyeing temperature is limited, and the trend of researching how to dye the polyester fibers at low temperature is developed at present.
The polyester fiber is a hydrophobic fiber, has a compact structure and high crystallinity, lacks an active group capable of being combined with a dye in the structure, is difficult to dye at normal temperature, and has a common dyeing mode as follows: high temperature and high pressure processes, hot melt processes and carrier dyeing processes. The carrier dyeing is a dyeing method which utilizes the plasticizing and bulking performance of a carrier auxiliary agent to polyester fibers to ensure that disperse dye can dye the polyester fibers under the condition of normal pressure and 98-115 ℃.
The carrier is an ester or aromatic compound containing benzene rings, is insoluble in water, and can be self-emulsified in water by adding a surfactant to form a dyeing assistant of stable dispersed emulsion. The carrier and the terylene have similar structures (benzene ring and ester group) and solubility parameters, so the carrier has higher affinity to the terylene, and fibers are bulked by utilizing a similar compatibility principle; the polyester fiber is firstly diffused into the fiber in the dyeing process, and the functions of reducing the glass transition temperature (Tg) and plasticizing of the polyester fiber are achieved.
The carrier is an organic solvent, has a solubilizing effect on the dye, enables the dye to be dissolved in the carrier, and promotes the dye to be dyed and diffused in the polyester fiber. The emulsifier in the carrier can form micelle in water to solubilize the dye, and has dispersing effect on the dye, thereby being beneficial to level dyeing. Throughout the dyeing process, the role of the vector is summarized as: the dyeing is accelerated in the early stage of dyeing, and the transfer dyeing is carried out in the later stage of dyeing.
The environmental protection carriers used in the market at present mainly comprise benzyl benzoate and N-alkyl phthalimide. Benzyl benzoate has odor, the odor can be released to a working environment in the dyeing process, and the cloth cover can also be remained after dyeing, so that the cloth cover has the odor. Although the N-alkyl phthalimide is an environment-friendly odorless carrier, the dyeing promotion performance is general, so that the dye uptake rate is low, more waste is caused, and the dyeing cost is increased by increasing the using amount of the carrier. Therefore, the environment-friendly odorless polyester dyeing environment-friendly carrier with good dyeing promoting performance, simple preparation process and low cost and the preparation method thereof are in urgent need to appear.
Disclosure of Invention
The invention aims to provide a terylene dyeing carrier and a preparation method thereof, which aim to solve the problems of odor, insufficient dyeing promotion efficiency and the like of the dyeing carrier in the prior art.
In order to achieve the purpose, the invention provides a terylene dyeing carrier, which comprises the following components in percentage by mass:
further, the structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula comprises a straight chain alkyl or a branched chain alkyl.
Further, the alkyl group in the N-alkyl-4-benzyloxyformyl-phthalimide comprises one or more of a N-butyl group, a N-hexyl group, a N-octyl group and an isopropyl group.
Further, the anionic emulsifier is plant polyene phenol polyoxyethylene ether phosphate. The nonionic emulsifier is fatty amine polyoxyethylene ether.
Further, the plant polyene phenol polyoxyethylene ether phosphate comprises one or more of NSF-5 phosphate, NSF-7 phosphate, NSF-9 phosphate and NSF-10 phosphate. The fatty amine polyoxyethylene ether comprises one or more of AC1810, AC1812, AC1815 and AC 1820.
Further, the solvent comprises one or more of ethylene glycol, diethylene glycol, propylene glycol and dipropylene glycol.
The invention also provides a preparation method of the terylene dyeing carrier, which comprises the following steps:
step S10) of preparing N-alkyl-4-benzyloxyformyl-phthalimide.
Step S20), mixing 70-85% of N-alkyl-4-benzyloxyformyl-phthalimide, 5-10% of anionic emulsifier, 5-10% of nonionic emulsifier and 5-10% of solvent by mass, and uniformly stirring to obtain the polyester dyeing carrier.
Further, the step S10 includes the following steps:
step S11), under the environment of 90-120 ℃, adding alkylamine and trimellitic anhydride into a reaction vessel for ring-opening reaction; heating to 130-160 ℃, and then performing dehydration ring-closure reaction under the environment of vacuum degree of-0.1 to-0.07 MPa to obtain the N-alkyl-4-carboxyl-phthalimide.
Step S12) adding benzyl alcohol and a catalyst into the N-alkyl-4-carboxyl-phthalimide, and performing dehydration esterification reaction at the temperature of 150-180 ℃ and the vacuum degree of-0.1 to-0.07 MPa to obtain the N-alkyl-4-benzyloxyformyl-phthalimide.
Further, the alkylamine includes one or more of n-butylamine, n-hexylamine, n-octylamine and isopropylamine.
Further, the molar ratio of the alkylamine to the trimellitic anhydride is 1: 1.04-1.1. The molar ratio of the N-alkyl-4-carboxyl-phthalimide to the benzyl alcohol is 1: 1.04-1.1. The catalyst is p-toluenesulfonic acid, and the addition amount of the p-toluenesulfonic acid is 1-4% of the total mass of the N-alkyl-4-carboxyl-phthalimide and the benzyl alcohol.
The invention has the advantages that: the polyester dyeing carrier provided by the invention is simple in components, can greatly reduce the cost, does not contain forbidden components such as APEO (alkaline peroxide ethylene oxide), has synergistic effect of the components, can effectively improve the solubility, the diffusion efficiency and the dyeing capacity of the dye to polyester, improves the solubilizing capacity of micelle, enhances the high-temperature dispersion stability, does not cause fabric color change in the using process, has no peculiar smell, and has the advantages of environmental protection, no odor, high efficiency and the like. And the preparation method has simple steps and high process controllability.
Detailed Description
The following are preferred embodiments of the present invention to fully introduce the technical contents of the present invention to those skilled in the art, to illustrate that the present invention can be implemented, to make the technical contents disclosed in the present invention clearer, and to make the skilled in the art more easily understand how to implement the present invention. The present invention may, however, be embodied in many different forms of embodiment, and the scope of the present invention should not be construed as limited to the embodiment set forth herein, but rather construed as being limited only by the following description of the embodiment.
In the present specification, all raw materials used therein are conventionally used and commercially available. In the present invention, all amounts, percentages and parts are in parts by mass units, unless otherwise specified. The terms used in the description of the present invention are only used to describe specific embodiments, and are not intended to show the concept of the present invention. Unless the context clearly dictates otherwise, expressions used in the singular form encompass expressions in the plural form. In the present specification, it is to be understood that terms such as "comprising," "having," and "containing" are intended to specify the presence of stated features, integers, steps, acts, or combinations thereof, as taught in the present specification, and are not intended to preclude the presence or addition of one or more other features, integers, steps, acts, or combinations thereof.
The context clearly dictates otherwise that all of the method steps described herein may be performed in any suitable order. The present invention is not limited to the order of steps described. The use of any and all examples, or exemplary language (e.g., "such as") provided herein, is intended merely to better illuminate the inventive concept and does not pose a limitation on the scope of the inventive concept unless otherwise claimed. Various modifications and adaptations will be apparent to those skilled in the art without departing from the spirit and scope.
Example 1
The embodiment of the invention provides a terylene dyeing carrier, which comprises 70 percent of N-alkyl-4-benzyloxyformyl-phthalimide, 10 percent of anionic emulsifier, 10 percent of nonionic emulsifier and 10 percent of solvent by mass. Wherein the anionic emulsifier is plant polyene phenol polyoxyethylene ether phosphate, the nonionic emulsifier is fatty amine polyoxyethylene ether, and the solvent is ethylene glycol.
The structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula is linear alkyl or branched alkyl.
The N-alkyl-4-benzyloxyformyl-phthalimide used in the examples of the present invention was N-N-butyl-4-carboxy-phthalimide.
The N-N-butyl-4-benzyloxyformyl-phthalimide contains benzene rings, ester groups and phthalimide groups, and is similar to ethylene terephthalate and phenyl groups in polyester fiber molecules and hydrophilic to polyester fibers. And the N-N-butyl-4-benzyloxyformyl-phthalimide has small molecular weight, can enter the fiber to plasticize the fiber, reduces the glass transition temperature of the polyester fiber, is beneficial to the diffusion and dyeing of the dye on the polyester, has affinity to the dye, increases the solubility of the dye in water, and forms a high-concentration dye solution layer outside the fiber along with the diffusion of the carrier to the surface of the fiber, thereby improving the diffusion power of the dye and increasing the diffusion rate of the dye. The benzene ring and the phosphate group in the plant polyene phenol polyoxyethylene ether phosphate have excellent dispersing effect on the disperse dye, and can improve the cloud point of the nonionic surfactant, improve the solubilization capacity of the micelle and enhance the high-temperature dispersion stability. The fatty amine polyoxyethylene ether structure has the characteristics of hydrophily and dye affinity, and has strong dispersing and dye transfer functions.
The invention also provides a preparation method of the terylene dyeing carrier, which comprises the following specific preparation steps:
step S10) preparation of N-butyl-4-benzyloxyformyl-phthalimide:
step S11) trimellitic anhydride was added to alkylamine at a temperature of 90 ℃ and a ring-opening reaction was performed for 2 hours. Wherein, the alkylamine adopted in the embodiment of the invention is n-butylamine, and the molar ratio of the n-butylamine to the trimellitic anhydride is 1: 1.04. Then, after the temperature is raised to 130 ℃, the dehydration ring-closure reaction is carried out for 3 hours under the environment of vacuum degree of minus 0.1MPa, and the N-N-butyl-4-carboxyl-phthalimide is obtained.
Step S12) adding benzyl alcohol and a catalyst p-toluenesulfonic acid into the N-N-butyl-4-carboxyl-phthalimide obtained in the step S11, and performing dehydration esterification reaction for 2 hours in an environment with the temperature of 150 ℃ and the vacuum degree of-0.1 MPa to obtain the N-N-butyl-4-benzyloxyformyl-phthalimide. Wherein the molar ratio of the N-N-butyl-4-carboxyl-phthalimide to the benzyl alcohol is 1:1.04, and the addition amount of the p-toluenesulfonic acid is 1 percent of the total mass of the N-N-butyl-4-carboxyl-phthalimide and the benzyl alcohol.
Step S20), taking 70% of N-N-butyl-4-benzyloxyformyl-phthalimide obtained in the step S12, 10% of plant polyene phenol polyoxyethylene ether phosphate serving as an anionic emulsifier, 10% of fatty amine polyoxyethylene ether serving as a nonionic emulsifier and 10% of solvent ethylene glycol by mass percent, mixing in a reaction container, and uniformly stirring to obtain the environment-friendly odorless efficient polyester dyeing carrier. The anionic emulsifier plant polyene phenol polyoxyethylene ether phosphate ester is NSF-5 phosphate ester, and the nonionic emulsifier fatty amine polyoxyethylene ether is AC 1810.
The polyester dyeing carrier provided by the embodiment of the invention has the advantages of simple components, greatly reduced cost, effectively improved solubility, diffusion efficiency and dyeing capacity of dyes on polyester, improved micelle solubilization capacity, enhanced high-temperature dispersion stability, no fabric color and no peculiar smell in the using process, environmental protection, no odor, high efficiency and the like, and has the advantages of N-butyl-4-benzyloxyformyl-phthalimide, anionic emulsifier plant polyene phenol polyoxyethylene ether phosphate and nonionic emulsifier fatty amine polyoxyethylene ether. And the preparation method has simple steps and high process controllability.
Example 2
The embodiment of the invention provides a terylene dyeing carrier, which comprises 70 percent of N-alkyl-4-benzyloxyformyl-phthalimide, 10 percent of anionic emulsifier, 10 percent of nonionic emulsifier and 10 percent of solvent by mass. Wherein the anionic emulsifier is plant polyene phenol polyoxyethylene ether phosphate, the nonionic emulsifier is fatty amine polyoxyethylene ether, and the solvent is diethylene glycol.
The structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula is linear alkyl or branched alkyl.
The N-alkyl-4-benzyloxyformyl-phthalimide employed in the examples of the present invention was N-hexyl-4-carboxy-phthalimide.
The N-hexyl-4-benzyloxyformyl-phthalimide contains benzene rings, ester groups and phthalimide groups, and is similar to ethylene terephthalate and phenyl groups in polyester fiber molecules and hydrophilic to polyester fibers. And the N-N-hexyl-4-benzyloxyformyl-phthalimide has small molecular weight, can enter the fiber to plasticize the fiber, reduces the glass transition temperature of the polyester fiber, is beneficial to the diffusion and dyeing of the dye on the polyester, has affinity to the dye, increases the solubility of the dye in water, and forms a high-concentration dye solution layer outside the fiber along with the diffusion of the carrier to the surface of the fiber, thereby improving the diffusion power of the dye and increasing the diffusion rate of the dye. The benzene ring and the phosphate group in the plant polyene phenol polyoxyethylene ether phosphate have excellent dispersing effect on the disperse dye, and can improve the cloud point of the nonionic surfactant, improve the solubilization capacity of the micelle and enhance the high-temperature dispersion stability. The fatty amine polyoxyethylene ether structure has the characteristics of hydrophily and dye affinity, and has strong dispersing and dye transfer functions.
The invention also provides a preparation method of the terylene dyeing carrier, which comprises the following specific preparation steps:
step S10) preparing N-hexyl-4-benzyloxyformyl-phthalimide:
step S11) trimellitic anhydride was added to the alkylamine at a temperature of 100 ℃ to conduct a ring-opening reaction for 2.3 hours. Wherein, the alkylamine adopted in the embodiment of the invention is n-hexylamine, and the molar ratio of the n-hexylamine to the trimellitic anhydride is 1: 1.06. Then, after the temperature is raised to 140 ℃, dehydration ring-closure reaction is carried out for 4 hours under the environment of vacuum degree of-0.09 MPa, and N-hexyl-4-carboxyl-phthalimide is obtained.
Step S12) adding benzyl alcohol and a catalyst p-toluenesulfonic acid into the N-N-hexyl-4-carboxyl-phthalimide obtained in the step S11, and performing dehydration esterification reaction for 3 hours under the environment that the temperature is 160 ℃ and the vacuum degree is-0.09 MPa to obtain the N-N-hexyl-4-benzyloxyformyl-phthalimide. Wherein the molar ratio of the N-hexyl-4-carboxyl-phthalimide to the benzyl alcohol is 1: 1.06, and the addition amount of the p-toluenesulfonic acid is 2% of the total mass of the N-hexyl-4-carboxyl-phthalimide and the benzyl alcohol.
Step S20), 75% of the N-hexyl-4-benzyloxyformyl-phthalimide obtained in the step S12, 10% of plant polyene phenol polyoxyethylene ether phosphate serving as an anionic emulsifier, 10% of fatty amine polyoxyethylene ether serving as a nonionic emulsifier and 5% of diethylene glycol serving as a solvent are taken according to the mass fraction, mixed in a reaction vessel, and uniformly stirred to obtain the environment-friendly odorless efficient polyester dyeing carrier. The plant polyene phenol polyoxyethylene ether phosphate ester serving as the anionic emulsifier is NSF-7 phosphate ester, and the fatty amine polyoxyethylene ether serving as the nonionic emulsifier is AC 1812.
The polyester dyeing carrier provided by the embodiment of the invention has the advantages of simple components, greatly reduced cost, effectively improved solubility, diffusion efficiency and dyeing capacity of dyes on polyester, improved solubilizing micelle capacity, enhanced high-temperature dispersion stability, no fabric color and no peculiar smell in the using process, environmental protection, no odor, high efficiency and the like, and has the advantages of N-hexyl-4-benzyloxyformyl-phthalimide, anionic emulsifier plant polyene phenol polyoxyethylene ether phosphate and nonionic emulsifier fatty amine polyoxyethylene ether. And the preparation method has simple steps and high process controllability.
Example 3
The embodiment of the invention provides a terylene dyeing carrier, which comprises 70 percent of N-alkyl-4-benzyloxyformyl-phthalimide, 10 percent of anionic emulsifier, 10 percent of nonionic emulsifier and 10 percent of solvent by mass. Wherein the anionic emulsifier is plant polyene phenol polyoxyethylene ether phosphate, the nonionic emulsifier is fatty amine polyoxyethylene ether, and the solvent is propylene glycol.
The structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula is linear alkyl or branched alkyl.
The N-alkyl-4-benzyloxyformyl-phthalimide employed in the examples of the present invention was N-N-octyl-4-carboxy-phthalimide.
The N-N-octyl-4-benzyloxyformyl-phthalimide contains benzene rings, ester groups and phthalimide groups, and is similar to ethylene terephthalate and phenyl groups in polyester fiber molecules and hydrophilic to polyester fibers. And the N-N-octyl-4-benzyloxyformyl-phthalimide has small molecular weight, can enter the fiber to plasticize the fiber, reduces the vitrification temperature of the polyester fiber, is beneficial to the diffusion and dyeing of the dye on the polyester, has affinity to the dye, increases the solubility of the dye in water, and forms a high-concentration dye solution layer outside the fiber along with the diffusion of the carrier to the surface of the fiber, thereby improving the diffusion power of the dye and increasing the diffusion rate of the dye. The benzene ring and the phosphate group in the plant polyene phenol polyoxyethylene ether phosphate have excellent dispersing effect on the disperse dye, and can improve the cloud point of the nonionic surfactant, improve the solubilization capacity of the micelle and enhance the high-temperature dispersion stability. The fatty amine polyoxyethylene ether structure has the characteristics of hydrophily and dye affinity, and has strong dispersing and dye transfer functions.
The invention also provides a preparation method of the terylene dyeing carrier, which comprises the following specific preparation steps:
step S10) preparation of N-octyl-4-benzyloxyformyl-phthalimide:
step S11) trimellitic anhydride was added to the alkylamine at a temperature of 110 ℃ to conduct a ring-opening reaction for 2.6 hours. Wherein, the alkylamine adopted in the embodiment of the invention is n-octylamine, and the molar ratio of the n-octylamine to the trimellitic anhydride is 1: 1.08. Then, the temperature is raised to 150 ℃, and dehydration ring-closure reaction is carried out for 5 hours under the environment of vacuum degree of minus 0.08MPa, so as to obtain the N-N-octyl-4-carboxyl-phthalimide.
Step S12) adding benzyl alcohol and a catalyst p-toluenesulfonic acid into the N-N-octyl-4-carboxyl-phthalimide obtained in the step S11, and performing dehydration esterification reaction for 4 hours under the environment that the temperature is 170 ℃ and the vacuum degree is-0.08 MPa to obtain the N-N-octyl-4-benzyloxyformyl-phthalimide. Wherein the molar ratio of the N-N-octyl-4-carboxyl-phthalimide to the benzyl alcohol is 1: 1.08, and the addition amount of the p-toluenesulfonic acid is 3 percent of the total mass of the N-N-octyl-4-carboxyl-phthalimide and the benzyl alcohol.
Step S20), 80% of the N-N-octyl-4-benzyloxyformyl-phthalimide obtained in the step S12, 8% of plant polyene phenol polyoxyethylene ether phosphate serving as an anionic emulsifier, 7% of fatty amine polyoxyethylene ether serving as a nonionic emulsifier and 5% of propylene glycol serving as a solvent are taken according to the mass percentage, mixed in a reaction container, and uniformly stirred to obtain the environment-friendly odorless efficient terylene dyeing carrier. The plant polyene phenol polyoxyethylene ether phosphate ester serving as the anionic emulsifier is NSF-9 phosphate ester, and the fatty amine polyoxyethylene ether serving as the nonionic emulsifier is AC 1815.
The polyester dyeing carrier provided by the embodiment of the invention has the advantages of simple components, greatly reduced cost, effectively improved solubility, diffusion efficiency and dyeing capacity of dyes on polyester, improved solubilizing micelle capacity, enhanced high-temperature dispersion stability, no fabric color and no peculiar smell in the using process, environmental protection, no odor, high efficiency and the like, and has the advantages of N-octyl-4-benzyloxyformyl-phthalimide, anionic emulsifier plant polyene phenol polyoxyethylene ether phosphate and nonionic emulsifier fatty amine polyoxyethylene ether. And the preparation method has simple steps and high process controllability.
Example 4
The embodiment of the invention provides a terylene dyeing carrier, which comprises 70 percent of N-alkyl-4-benzyloxyformyl-phthalimide, 10 percent of anionic emulsifier, 10 percent of nonionic emulsifier and 10 percent of solvent by mass. Wherein the anionic emulsifier is plant polyene phenol polyoxyethylene ether phosphate, the nonionic emulsifier is fatty amine polyoxyethylene ether, and the solvent is dipropylene glycol.
The structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula is linear alkyl or branched alkyl.
The N-alkyl-4-benzyloxyformyl-phthalimide employed in the examples of the present invention was N-isopropyl-4-carboxy-phthalimide.
The N-isopropyl-4-benzyloxyformyl-phthalimide contains benzene rings, ester groups and phthalimide groups, and is similar to ethylene terephthalate and phenyl groups in polyester fiber molecules and hydrophilic to polyester fibers. And the N-isopropyl-4-benzyloxyformyl-phthalimide has small molecular weight, can enter the fiber to plasticize the fiber, reduces the glass transition temperature of the polyester fiber, is beneficial to the diffusion and dyeing of the dye on the polyester, has affinity to the dye, increases the solubility of the dye in water, and forms a high-concentration dye solution layer outside the fiber along with the diffusion of the carrier to the surface of the fiber, thereby improving the diffusion power of the dye and increasing the diffusion rate of the dye. The benzene ring and the phosphate group in the plant polyene phenol polyoxyethylene ether phosphate have excellent dispersing effect on the disperse dye, and can improve the cloud point of the nonionic surfactant, improve the solubilization capacity of the micelle and enhance the high-temperature dispersion stability. The fatty amine polyoxyethylene ether structure has the characteristics of hydrophily and dye affinity, and has strong dispersing and dye transfer functions.
The invention also provides a preparation method of the terylene dyeing carrier, which comprises the following specific preparation steps:
step S10) preparation of N-isopropyl-4-benzyloxyformyl-phthalimide:
step S11) trimellitic anhydride was added to alkylamine at a temperature of 120 ℃ to conduct a ring-opening reaction for 3 hours. Wherein, the alkylamine adopted in the embodiment of the invention is isopropylamine, and the molar ratio of the isopropylamine to the trimellitic anhydride is 1: 1.1. Then, the temperature is raised to 160 ℃, and dehydration ring-closure reaction is carried out for 6 hours under the environment of vacuum degree of-0.07 MPa, so as to obtain the N-isopropyl-4-carboxyl-phthalimide.
Step S12) adding benzyl alcohol and a catalyst p-toluenesulfonic acid into the N-isopropyl-4-carboxyl-phthalimide obtained in the step S11, and performing dehydration esterification reaction for 5 hours under the environment that the temperature is 180 ℃ and the vacuum degree is-0.07 MPa to obtain the N-isopropyl-4-benzyloxyformyl-phthalimide. Wherein the molar ratio of the N-isopropyl-4-carboxyl-phthalimide to the benzyl alcohol is 1: 1.1, and the addition amount of the p-toluenesulfonic acid is 4% of the total mass of the N-isopropyl-4-carboxyl-phthalimide and the benzyl alcohol.
Step S20), taking 85% of N-isopropyl-4-benzyloxyformyl-phthalimide obtained in the step S12, 5% of plant polyene phenol polyoxyethylene ether phosphate serving as an anionic emulsifier, 5% of fatty amine polyoxyethylene ether serving as a nonionic emulsifier and 5% of dipropylene glycol serving as a solvent by mass, mixing in a reaction container, and uniformly stirring to obtain the environment-friendly odorless efficient polyester dyeing carrier. The plant polyene phenol polyoxyethylene ether phosphate ester as the anionic emulsifier is NSF-10 phosphate ester, and the fatty amine polyoxyethylene ether as the nonionic emulsifier is AC 1820.
The polyester dyeing carrier provided by the embodiment of the invention has the advantages of simple components, greatly reduced cost, effectively improved solubility, diffusion efficiency and dyeing capacity of dyes on polyester, improved solubilizing micelle capacity, enhanced high-temperature dispersion stability, no fabric color and no peculiar smell in the using process, environmental protection, no odor, high efficiency and the like, and has the advantages of N-isopropyl-4-benzyloxyformyl-phthalimide, anionic emulsifier plant polyene phenol polyoxyethylene ether phosphate and nonionic emulsifier fatty amine polyoxyethylene ether. And the preparation method has simple steps and high process controllability.
The polyester dyeing carriers provided as described in the above examples were subjected to dyeing tests using commercially available benzyl benzoate and N-alkylphthalimide (BIP) carriers as comparative examples.
The dyeing process comprises the following steps:
dyeing the cloth sample according to the formula process, dyeing at 65 ℃, heating at the rate of 1 ℃/min, and carrying out thermal immersion dyeing at 98 ℃ for 50 minutes. Then reducing and cleaning, washing with water, drying, and testing the apparent depth (K/S value) of the dyed cloth sample, wherein the apparent depth data is shown in Table 1:
| carrier | K/S value |
| Example 1 | 15.5064 |
| Example 2 | 16.0582 |
| Example 3 | 16.8862 |
| Example 4 | 15.9853 |
| Benzyl benzoate vector | 15.8721 |
| BIP vector | 12.5532 |
| Blank space | 5.2521 |
TABLE 1
As can be seen from table 1, the K/S values of the cloth samples dyed with the polyester dyeing carriers provided in examples 1 to 4 of the present invention are improved from the K/S values of the cloth samples dyed with the prior art, and compared with the prior benzyl benzoate carriers and BIP carriers, the polyester dyeing carriers provided in examples 1 to 4 of the present invention do not contain banned components such as APEO, and do not contain odorous materials, and further have the advantages of environmental protection, no odor, and the like.
Although the invention herein has been described with reference to particular embodiments, it is to be understood that these embodiments are merely illustrative of the principles and applications of the present invention. It is therefore to be understood that numerous modifications may be made to the illustrative embodiments and that other arrangements may be devised without departing from the spirit and scope of the present invention as defined by the appended claims. It should be understood that the features described in the various dependent claims and herein may be combined in a manner different from that described in the original claim. It is also to be understood that features described in connection with individual embodiments may be used in other described embodiments.
Claims (9)
1. The terylene dyeing carrier is characterized by comprising the following components in percentage by mass:
the structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula comprises a straight chain alkyl or a branched chain alkyl;
the nonionic emulsifier is fatty amine polyoxyethylene ether.
2. The polyester dyeing support according to claim 1, wherein the alkyl group of the N-alkyl-4-benzyloxyformyl-phthalimide comprises one or more of N-butyl, N-hexyl, N-octyl and isopropyl groups.
3. The polyester dyeing carrier according to claim 1, wherein the anionic emulsifier is a vegetable polyene phenol polyoxyethylene ether phosphate.
4. The polyester dyeing carrier according to claim 3,
the plant polyene phenol polyoxyethylene ether phosphate comprises one or more of NSF-5 phosphate, NSF-7 phosphate, NSF-9 phosphate and NSF-10 phosphate;
the fatty amine polyoxyethylene ether comprises one or more of AC1810, AC1812, AC1815 and AC 1820.
5. The polyester dyeing carrier according to claim 1, wherein the solvent comprises one or more of ethylene glycol, diethylene glycol, propylene glycol, and dipropylene glycol.
6. The preparation method of the terylene dyeing carrier is characterized by comprising the following steps:
step S10) preparing N-alkyl-4-benzyloxyformyl-phthalimide;
step S20), mixing 70-85% of N-alkyl-4-benzyloxyformyl-phthalimide, 5-10% of anionic emulsifier, 5-10% of nonionic emulsifier and 5-10% of solvent by mass, and uniformly stirring to obtain the polyester dyeing carrier; the structural general formula of the N-alkyl-4-benzyloxyformyl-phthalimide is as follows:
wherein R in the structural general formula comprises a straight chain alkyl or a branched chain alkyl;
the nonionic emulsifier is fatty amine polyoxyethylene ether.
7. The method for preparing polyester dyeing carrier according to claim 6, characterized in that the step S10 includes the following steps:
step S11), adding alkylamine and trimellitic anhydride into a reaction container at the temperature of 90-120 ℃ to carry out ring-opening reaction; heating to 130-160 ℃, and then performing dehydration ring-closure reaction under the environment of vacuum degree of-0.1 to-0.07 MPa to obtain N-alkyl-4-carboxyl-phthalimide;
step S12) adding benzyl alcohol and a catalyst into the N-alkyl-4-carboxyl-phthalimide, and performing dehydration esterification reaction at the temperature of 150-180 ℃ and the vacuum degree of-0.1 to-0.07 MPa to obtain the N-alkyl-4-benzyloxyformyl-phthalimide.
8. The method for preparing a polyester dyeing support according to claim 7, wherein the alkylamine comprises one or more of n-butylamine, n-hexylamine, n-octylamine and isopropylamine.
9. The method for preparing polyester dyeing carrier according to claim 7,
the molar ratio of the alkylamine to the trimellitic anhydride is 1: 1.04-1.1;
the molar ratio of the N-alkyl-4-carboxyl-phthalimide to the benzyl alcohol is 1: 1.04-1.1;
the catalyst is p-toluenesulfonic acid, and the addition amount of the p-toluenesulfonic acid is 1-4% of the total mass of the N-alkyl-4-carboxyl-phthalimide and the benzyl alcohol.
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