CN114031771B - Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber - Google Patents
Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber Download PDFInfo
- Publication number
- CN114031771B CN114031771B CN202111599918.9A CN202111599918A CN114031771B CN 114031771 B CN114031771 B CN 114031771B CN 202111599918 A CN202111599918 A CN 202111599918A CN 114031771 B CN114031771 B CN 114031771B
- Authority
- CN
- China
- Prior art keywords
- polyamide
- imidazole
- ammonium salt
- hydrophilicity
- caprolactam
- 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.)
- Active
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/28—Preparatory processes
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/80—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
Abstract
The invention provides a preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber. Reacting N- (trimethylsilyl) imidazole with ethyl chloroacetate to obtain ethyl diacetate substituted imidazole quaternary ammonium salt; then hydrolyzing ethyl acetate to obtain dicarboxyl imidazole quaternary ammonium salt; ring-opening polymerization is carried out on caprolactam, then hexamethylenediamine is added for end capping, and a caprolactam prepolymer with amino groups at both ends is prepared; finally, adding dicarboxyl imidazole quaternary ammonium salt to carry out copolyamidation reaction of amino and carboxyl to obtain the polyamide 6 with high hydrophilicity. According to the invention, the dicarboxyl imidazole biquaternary ammonium salt chain segment is introduced into the main chain of polyamide 6, and the content of the dicarboxyl imidazole biquaternary ammonium salt chain segment is regulated and controlled, so that the molecular chain composition of the obtained copolyamide is regulated and controlled, and the hydrophilia and processability of the polyamide are regulated and controlled, and thus the novel polyamide 6 which has excellent comprehensive properties and is suitable for spinning is prepared, and the prepared nylon 6 fiber has high hydrophilia and high strength.
Description
Technical Field
The invention relates to the technical field of preparation of functional polymers, in particular to a preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fibers.
Background
The social progress greatly improves the living standard of people, and the functions of people on clothes are not limited to cold prevention and warm keeping, and comfortable wearing, moisture absorption and sweat release, antibiosis and bacteriostasis and the like are also required. This requires that the fiber fabric possess some additional functionality. Polyamide is commonly called nylon, and is a polymer material with wide application. Among them, nylon 6 has a wider application due to its price advantage, and has a larger share in civil textiles. However, the higher crystallinity of nylon 6 results in reduced hydrophilicity and water absorption, and poor moisture absorption and perspiration effects, which greatly limits the overall application of nylon 6 fibers and fabrics.
Therefore, the nylon 6 needs to be modified, the hydrophilic water absorption of the nylon 6 is improved, the moisture absorption and sweat release effects of the nylon 6 are improved, and the application range of the nylon 6 as a civil fabric is widened. The current common method is to improve the hydrophilicity of nylon 6 resin and fiber by chemical method, mainly by changing the structure of the main chain and branched chain of nylon 6 macromolecule, to achieve the aim of improving the hydrophilicity of nylon 6 fiber. The effect of chemical modification is the most durable, including post-finishing, grafting, and copolymerization. Chinese patent CN103361977A is prepared by planting salicylaldehyde and quaternary ammonium salt functional groups on the surface of a polyamide material in a 'dot matrix' manner, and improves the hydrophilicity and antibacterial property of the surface of the material. Polyethylene glycol (PEG 1000) is added in the process of ring-opening polymerization of caprolactam to prepare the PA6/PEG segmented copolymer, the hydrophilicity of the segmented copolymer is improved, and the elasticity and toughness are increased, but when the PEG content reaches 30%, microphase separation is aggravated, obvious phase interfaces exist, and the decomposition temperature is obviously reduced. The irradiation grafting method can conveniently graft hydrophilic monomers onto the fibers, but the irradiation gamma-ray source is expensive, the uniformity is difficult to ensure, and meanwhile, the industrial production is difficult.
In view of the above, there is a need to design an improved method for preparing highly hydrophilic polyamide 6 and highly hydrophilic polyamide 6 fiber to solve the above problems.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention aims to provide a preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber, wherein a dicarboxyl imidazole biquaternary ammonium salt chain segment is introduced into a polyamide main chain, and the content of the dicarboxyl imidazole biquaternary ammonium salt chain segment is regulated and controlled, so that the molecular chain composition of the obtained copolyamide is regulated and controlled, and further the regulation and control on the hydrophilicity and processability of the polyamide are realized, so that the novel polyamide 6 with excellent comprehensive performance and suitable for spinning is prepared.
In order to achieve the above object, the present invention provides a method for preparing a highly hydrophilic polyamide 6, comprising the steps of:
s1, preparing dicarboxyl imidazole quaternary ammonium salt
Reacting N- (trimethylsilyl) imidazole with ethyl chloroacetate to obtain ethyl diacetate substituted imidazole quaternary ammonium salt; then hydrolyzing ethyl acetate to obtain dicarboxyl imidazole quaternary ammonium salt;
s2, preparing caprolactam prepolymer
Ring-opening polymerization is carried out on caprolactam, and then hexamethylenediamine is added to prepare caprolactam prepolymer with amino groups at both ends;
s3, preparing high-hydrophilicity polyamide 6
And (2) adding the dicarboxyl imidazole quaternary ammonium salt obtained in the step (S1) into the caprolactam prepolymer, and carrying out copolyamidation reaction of amino and carboxyl to obtain the high-hydrophilicity polyamide 6.
As a further improvement of the invention, in the step S1, the reaction temperature of the N- (trimethylsilyl) imidazole and ethyl chloroacetate is 50-80 ℃, the time is 12-30h, and the reaction atmosphere is nitrogen atmosphere.
As a further improvement of the invention, in the step S1, the hydrolysis is carried out under acidic conditions, and the hydrolysis reaction time is 6-15h.
As a further improvement of the invention, the acid used for the hydrolysis is hydrochloric acid.
As a further improvement of the present invention, in step S2, the preparation of the caprolactam prepolymer comprises: adding the caprolactam into a reaction container, then adding phosphoric acid and deionized water, continuously introducing nitrogen, and installing a condensing tube; heating to 220-270 ℃ under stirring for ring-opening reaction for 1-5h, and then adding hexamethylenediamine for continuous reaction for 0.5-1h to obtain the caprolactam prepolymer.
As a further improvement of the invention, the addition amount of the hexamethylenediamine is 0.5 to 2 percent of the mass of the caprolactam.
As a further improvement of the present invention, in step S3, the mass of the dicarboxyimidazole quaternary ammonium salt is 0.1% -3% of the caprolactam prepolymer.
As a further improvement of the present invention, the structural formula of the highly hydrophilic polyamide 6 is as follows:
wherein n is 1 to 100; m is 1-20.
As a further improvement of the present invention, in step S3, the copolyamidation reaction is carried out at a temperature of 260 to 280℃under vacuum.
The highly hydrophilic polyamide 6 fiber is obtained by spinning the highly hydrophilic polyamide 6 obtained by the preparation method described in any one of the above.
The beneficial effects of the invention are as follows:
1. according to the preparation method of the high-hydrophilicity polyamide 6, from the aspect of nylon 6 molecular structure design, bis-carboxyl imidazole bis-quaternary ammonium salt which is convenient to be used as a polyamide reaction monomer is prepared by carrying out substitution and hydrolysis reaction of bis-ethyl acetate through N- (trimethylsilyl) imidazole, and is introduced into a polyamide main chain; the molecular chain composition of the obtained copolyamide is regulated and controlled by controlling the content of the polyamide, so that the regulation and control of the hydrophilicity and the processability of the polyamide are realized, and the novel high-hydrophilicity polyamide 6 with excellent comprehensive properties is prepared.
2. The main chain structure of the hydrophilic nylon 6 prepared by the method is still an amide structure, the change is small, other good performances of the nylon 6 can be kept, the nylon 6 has good mechanical properties and dyeing property, meanwhile, the requirements of molding processing and taking are met, and the prepared nylon 6 fiber has high hydrophilicity and high strength.
Drawings
FIG. 1 is a NMR hydrogen spectrum of dicarboxyimidazole quaternary ammonium salt.
Fig. 2 is a graph showing contact angle measurements of hydrophilic nylon 6 membranes with different imidazole quaternary ammonium salt contents.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention will be described in detail with reference to specific embodiments.
It should be further noted that, in order to avoid obscuring the present invention due to unnecessary details, only structures and/or processing steps closely related to aspects of the present invention are shown in the specific embodiments, and other details not greatly related to the present invention are omitted.
In addition, it should be further noted that the terms "comprises," "comprising," or any other variation thereof, are intended to cover a non-exclusive inclusion, such that a process, method, article, or apparatus that comprises a list of elements does not include only those elements but may include other elements not expressly listed or inherent to such process, method, article, or apparatus.
The invention provides a preparation method of high-hydrophilicity polyamide 6, which comprises the following steps:
s1, preparing dicarboxyl imidazole quaternary ammonium salt
Reacting N- (trimethylsilyl) imidazole with ethyl chloroacetate to obtain ethyl diacetate substituted imidazole quaternary ammonium salt; then hydrolyzing ethyl acetate to obtain dicarboxyl imidazole quaternary ammonium salt; wherein the hydrolysis is carried out under acidic condition, and the hydrolysis reaction time is 6-15h. The acid used for the hydrolysis is preferably hydrochloric acid.
The reaction temperature of the N- (trimethylsilyl) imidazole and the ethyl chloroacetate is 50-80 ℃, the reaction time is 12-30h, and the reaction atmosphere is nitrogen atmosphere.
S2, preparing caprolactam prepolymer
Ring-opening polymerization is carried out on caprolactam, and then hexamethylenediamine is added to prepare caprolactam prepolymer with amino groups at both ends; wherein, the preparation of the caprolactam prepolymer comprises the following steps: adding caprolactam into a reaction container, adding phosphoric acid and deionized water, continuously introducing nitrogen, and installing a condensing tube; heating to 220-270 ℃ under stirring for ring-opening reaction for 1-5h, and then adding hexamethylenediamine for continuous reaction for 0.5-1h to obtain caprolactam prepolymer. Wherein, the adding amount of phosphoric acid is 1-3% of the mass of caprolactam, and the adding amount of deionized water is 0.5-1.5% of the mass of caprolactam. The addition amount of hexamethylenediamine is 0.5% -2% of the mass of caprolactam, preferably 1% -1.5%. By adding a proper amount of hexamethylenediamine, the terminal carboxyl group of the hexamethylenediamine prepolymer is blocked by the hexamethylenediamine, so that the number of active groups which can react with the dicarboxyl imidazole quaternary ammonium salt in the follow-up process is increased. The addition amount of hexamethylenediamine is not too large, otherwise, the caprolactam prepolymer prepared by the step is too much blocked, so that the molecular weight of the caprolactam prepolymer is too small, and further, the caprolactam chain segments in the hydrophilic polyamide 6 prepared later are distributed in a plurality of short chain forms, and the good performance of nylon 6 is difficult to well keep.
S3, preparing high-hydrophilicity polyamide 6
And (2) adding the dicarboxyl imidazole quaternary ammonium salt obtained in the step (S1) into the caprolactam prepolymer, and carrying out copolyamidation reaction of amino and carboxyl to obtain the high-hydrophilicity polyamide 6. The copolyamidation reaction is carried out at 260-280 deg.c and in vacuum. The mass of the dicarboxyimidazole quaternary ammonium salt is 0.1% -3%, preferably 0.5% -1.5%, more preferably 0.5% -1% of that of the caprolactam prepolymer. With the increase of the quality of the dicarboxyl imidazole quaternary ammonium salt, the hydrophilicity of the high-hydrophilicity polyamide 6 is better, but when the quality is too large, the viscosity is reduced, and the molding processing is unfavorable, such as the spinning performance is reduced, so that the preparation of the high-hydrophilicity polyamide 6 fiber with better comprehensive performance is unfavorable. The preferred copolymer nylon 6 at the chain end of the caprolactam prepolymer obtained by the invention is more beneficial to retaining other good properties of nylon 6.
One reaction formula for steps S2 and S3 is as follows:
wherein n is 1 to 100; m is 1-20.
According to the invention, the N- (trimethylsilyl) imidazole is subjected to substitution and hydrolysis reaction of ethyl diacetate to prepare the dicarboxyl imidazole bisquaternary ammonium salt, the dicarboxyl imidazole bisquaternary ammonium salt is conveniently used as a monomer for polyamide reaction, the dicarboxyl imidazole bisquaternary ammonium salt is introduced into a polyamide main chain, and the molecular chain composition of the obtained copolyamide is regulated and controlled by controlling the content of the dicarboxyl imidazole bisquaternary ammonium salt, so that the regulation and control of the hydrophilicity and the processability of the polyamide are realized, and the novel polyamide 6 with excellent comprehensive performance is prepared.
The high-hydrophilicity polyamide 6 fiber is obtained by spinning the high-hydrophilicity polyamide 6 prepared by the preparation method of any one of the above.
Examples 1 to 6
A method for preparing polyamide 6 with high hydrophilicity, which comprises the following steps:
1. synthesis of dicarboxyl imidazole quaternary ammonium salt
Ethyl chloroacetate was added to N- (trimethylsilyl) imidazole under nitrogen atmosphere and reacted at 60 ℃ for 24 hours to give a solid crude product. The crude product was then cooled to room temperature, dissolved by adding a small amount of water, and the unreacted monomers were removed by extraction three times with ethyl acetate. Then, an appropriate amount of aqueous hydrochloric acid solution was added to the aqueous phase for hydrolysis, and the mixture was stirred at room temperature for 12 hours. The hydrogen chloride and solvent were removed by rotary evaporation to give a solid product in 93% yield.
The successful synthesis of dicarboxyimidazole quaternary ammonium salt can be illustrated with reference to figure 1.
2. Synthesis of caprolactam prepolymer
The reaction device was set up, and nitrogen was first introduced into the device to remove air from the device for 10 minutes. And then loading a certain amount of caprolactam into a device, adding phosphoric acid (1% -3%) and deionized water (0.5% -1.5%), continuously introducing nitrogen, installing a condenser pipe, starting a stirrer (rotating speed is 150 r/min) and stirring for 2-3 min, heating to 250 ℃ and starting ring-opening reaction. After 3h, hexamethylenediamine was added to the reaction and the reaction was continued for 0.5h to obtain a caprolactam prepolymer having amino groups at both ends. Wherein the addition amount of hexamethylenediamine is 1% of the mass of caprolactam.
3. Synthesis of hydrophilic nylon 6
According to the data in Table 1, the dicarboxyl imidazole quaternary ammonium salt hydrophilic monomers with different proportions are respectively added into the reaction, the temperature of a polymerization system is raised to 270 ℃, the stirring speed is increased to 250r/min, a condensing device is changed into a vacuumizing device, nitrogen is closed, when obvious pole climbing phenomenon occurs in a melt in a reactor, the melt is transparent, and when bubbles are fewer, the vacuumizing operation is finished, and a stirrer is closed, so that the hydrophilic nylon 6 is obtained.
The hydrophilic nylon 6 melt prepared in each example was scraped into a film (thickness of 0.1 mm) when poured out, and tested for water contact angle as shown in table 1 and fig. 2.
TABLE 1 preparation conditions and Performance test results for examples 1-6
As can be seen from table 1, as the amount of the dicarboxylimidazole quaternary ammonium salt added increases, the hydrophilicity of polyamide 6 increases, and the moisture regain of nylon 6 fiber also increases as the amount of the dicarboxylimidazole quaternary ammonium salt increases; meanwhile, the structural regularity of the main chain of the polyamide 6 is reduced by introducing the dicarboxyl imidazole quaternary ammonium salt, so that the breaking strength of the fiber is slightly reduced, and the breaking strength of the fiber is reduced along with the increase of the addition amount of the dicarboxyl imidazole quaternary ammonium salt.
Examples 7 to 8
The preparation method of the highly hydrophilic polyamide 6 is different from example 3 in that the addition amount of hexamethylenediamine in step 2 is changed, and the other steps are substantially the same as example 3, and will not be described here.
TABLE 2 preparation conditions and Performance test results for example 3 and examples 7-8
As can be seen from table 2, the water contact angle and the fiber moisture regain of the hydrophilic polyamide 6 do not change much with increasing hexamethylenediamine addition, indicating that the addition of hexamethylenediamine has little effect on the hydrophilicity of the fibers; however, the addition of hexamethylenediamine is excessive, so that the number of short-chain molecular weights in polyamide 6 increases, resulting in a decrease in breaking strength.
Comparative example 1
A preparation method of polyamide 6 with high hydrophilicity is different from that of example 3 in that nylon 6 is prepared by adopting the method which is approximately the same as that of example 3, then nylon 6 and dicarboxyimidazole quaternary ammonium salt in example 3 are mixed to prepare a composite film, a water contact angle is tested, and the nylon 6 and the dicarboxyimidazole quaternary ammonium salt in example 3 are mixed for spinning, and performance is tested.
TABLE 3 preparation conditions and Performance test results for comparative example 1
As can be seen from table 3, the hydrophilicity of nylon 6 can also be improved by adding dicarboxyimidazole quaternary ammonium salt to nylon in a blending manner, but in spinning, the addition of small molecules can affect the spinning performance of nylon 6 due to the great difference of molecular weights, so that the breaking strength is reduced more. In addition, the dicarboxyl imidazole quaternary ammonium salt compounded by the blending method has poor loading fastness and is easy to fall off, so that the hydrophilism durability is poor.
In summary, according to the preparation method of the high-hydrophilicity polyamide 6 provided by the invention, from the aspect of nylon 6 molecular structure design, the N- (trimethylsilyl) imidazole is subjected to substitution of ethyl diacetate and hydrolysis reaction to prepare the dicarboxyl imidazole quaternary ammonium salt which is convenient to be used as a polyamide reaction monomer, and the dicarboxyl imidazole quaternary ammonium salt is introduced into a polyamide main chain; the molecular chain composition of the obtained copolyamide is regulated and controlled by controlling the content of the polyamide, so that the regulation and control of the hydrophilicity and the processability of the polyamide are realized, and the novel high-hydrophilicity polyamide 6 with excellent comprehensive properties is prepared. The main chain structure of the prepared hydrophilic nylon 6 is still an amide structure, the change is small, other good performances of the nylon 6 can be kept, the nylon 6 has good mechanical properties and dyeing property, meanwhile, the requirements of molding processing and taking are met, and the prepared nylon 6 fiber has high hydrophilicity and high strength.
The above embodiments are only for illustrating the technical solution of the present invention and not for limiting the same, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications and equivalents may be made thereto without departing from the spirit and scope of the technical solution of the present invention.
Claims (6)
1. A method for preparing polyamide 6 with high hydrophilicity, which is characterized by comprising the following steps:
s1, preparing dicarboxyl imidazole quaternary ammonium salt
Reacting N- (trimethylsilyl) imidazole with ethyl chloroacetate to obtain ethyl diacetate substituted imidazole quaternary ammonium salt; then hydrolyzing ethyl acetate to obtain dicarboxyl imidazole quaternary ammonium salt;
s2, preparing caprolactam prepolymer
Ring-opening polymerization is carried out on caprolactam, and then hexamethylenediamine is added to prepare caprolactam prepolymer with amino groups at both ends;
s3, preparing high-hydrophilicity polyamide 6
Adding the dicarboxyl imidazole quaternary ammonium salt obtained in the step S1 into the caprolactam prepolymer, and carrying out copolyamidation reaction of amino and carboxyl to obtain the high-hydrophilicity polyamide 6;
the structural formula of the high-hydrophilicity polyamide 6 is as follows:
wherein n is 1 to 100, and m is 1 to 20;
in the step S3, the temperature of the copolyamidation reaction is 270-280 ℃, and the reaction is carried out in a vacuum environment;
in the step S3, the mass of the dicarboxyl imidazole quaternary ammonium salt is 1.5% -2.5% of that of the caprolactam prepolymer;
the addition amount of the hexamethylenediamine is 0.5-2% of the mass of the caprolactam.
2. The method for preparing highly hydrophilic polyamide 6 according to claim 1, wherein in step S1, the reaction temperature of the N- (trimethylsilyl) imidazole and ethyl chloroacetate is 50-80 ℃ for 12-30 hours, and the reaction atmosphere is a nitrogen atmosphere.
3. The method for producing highly hydrophilic polyamide 6 according to claim 1, wherein in step S1, the hydrolysis is an acidic condition hydrolysis, and the hydrolysis reaction time is 6 to 15 hours.
4. A process for the preparation of highly hydrophilic polyamides 6 as claimed in claim 3 wherein the acid used for the hydrolysis is hydrochloric acid.
5. The method for producing highly hydrophilic polyamide 6 according to claim 1, wherein in step S2, the preparation of the caprolactam prepolymer comprises: adding the caprolactam into a reaction container, then adding phosphoric acid and deionized water, continuously introducing nitrogen, and installing a condensing tube; heating to 220-270 ℃ under stirring for ring-opening reaction for 1-5h, and then adding hexamethylenediamine for continuous reaction for 0.5-1h to obtain the caprolactam prepolymer.
6. A highly hydrophilic polyamide 6 fiber obtained by spinning a highly hydrophilic polyamide 6 produced by the production method according to any one of claims 1 to 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111599918.9A CN114031771B (en) | 2021-12-24 | 2021-12-24 | Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111599918.9A CN114031771B (en) | 2021-12-24 | 2021-12-24 | Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114031771A CN114031771A (en) | 2022-02-11 |
| CN114031771B true CN114031771B (en) | 2023-07-04 |
Family
ID=80141201
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111599918.9A Active CN114031771B (en) | 2021-12-24 | 2021-12-24 | Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114031771B (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB723130A (en) * | 1951-01-30 | 1955-02-02 | Bobingen Ag Fuer Textil Faser | New linear polyamides |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5863723A (en) * | 1981-10-13 | 1983-04-15 | Ube Ind Ltd | Preparation of polyamide |
| US4423204A (en) * | 1982-09-02 | 1983-12-27 | The Upjohn Company | Amorphous copolyamide from lactam, dicarboxylic acid and bisimidazoline |
| JP3030080B2 (en) * | 1989-11-28 | 2000-04-10 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | Quaternary ammonium polyarylamides, articles formed therefrom and methods of making them |
| CN100467514C (en) * | 2005-02-04 | 2009-03-11 | 财团法人工业技术研究院 | Nylon copolymer containing imidazole salt |
| CN101768265A (en) * | 2010-01-13 | 2010-07-07 | 苏州大学 | Modified nylon and preparation method thereof |
| CN105683250B (en) * | 2013-11-06 | 2019-04-12 | 罗门哈斯电子材料有限责任公司 | Polymer with nitrogen as leveling agent |
-
2021
- 2021-12-24 CN CN202111599918.9A patent/CN114031771B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB723130A (en) * | 1951-01-30 | 1955-02-02 | Bobingen Ag Fuer Textil Faser | New linear polyamides |
Non-Patent Citations (2)
| Title |
|---|
| 基于PA 6预聚物的聚酰胺酯的制备及结构性能研究;郝莱丹等;合成纤维工业;第6-9页 * |
| 离子液体与水的混合体系中尼龙6的解聚反应;阮如意等;高分子材料科学与工程;第28-31页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN114031771A (en) | 2022-02-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106565953B (en) | A kind of preparation method of PA6 system thermoplastic polyamide elastomer | |
| RU2285761C1 (en) | Method of manufacturing high-strength heat-resistant threads from aromatic copolyamide having heterocycles in the chain | |
| CN108250433A (en) | A kind of PA6-56 copolymeric materials and preparation method thereof | |
| CN103469341B (en) | A kind of production method with high HEAT SETTING efficiency polyurethaneurea elastic fiber | |
| CN114031771B (en) | Preparation method of high-hydrophilicity polyamide 6 and high-hydrophilicity polyamide 6 fiber | |
| TWI378949B (en) | Atmospheric cationic dye dyeable copolyester polymer, manufacturing method thereof, and atmospheric cationic dye dyeable copolyester fiber using the same | |
| US5274071A (en) | Wholly aromatic polyamide | |
| JP2016518495A (en) | High-functional polyamide polymer, spinning dope composition containing the same, and molded article thereof | |
| US10858481B2 (en) | Process for suppressing foam formation in the manufacture of hydrophilic polyamides | |
| US11046811B2 (en) | Compound for copolymeric polyester resin, and preparation method of copolymeric polyester resin using the same | |
| JP4343351B2 (en) | Polyurethane fiber | |
| KR100196651B1 (en) | An improved process for preparing polyurethane fiber | |
| JP5857391B2 (en) | Method for producing PA-410 and PA-410 obtained by this method | |
| JP4343367B2 (en) | Polyurethane urea elastic fiber with excellent heat resistance | |
| CN115028821A (en) | Preparation method of hydrophilic flame-retardant polyester | |
| US9908973B2 (en) | Additive for polyamide moulding compounds and use thereof | |
| US3932365A (en) | Preparation of high molecular weight polymer from oxalic acid and para-phenylene diisocyanate | |
| US4429109A (en) | Polyamides with high glass transition temperatures prepared from N,N'-terephthaloyldi-beta-alanine and a diamine | |
| CN111032734B (en) | Method for producing polyamide and polyamide produced by the method | |
| CN113214471B (en) | Polyamide 5X resin, preparation method thereof and high-strength high-modulus fiber | |
| TWI738137B (en) | Moisture absorption polyamide fiber having lower melting temperature and manufacture process thereof | |
| KR20080060506A (en) | Preparation of polyurethane elastic fiber modified by polysiloxane | |
| CN115124714B (en) | Hydrophilic zwitterionic modified polyamide and preparation method and application thereof | |
| KR20200128791A (en) | Polyamide resin, method for producing the same, and anti static fiber using the same | |
| CN113121830A (en) | Graft copolymers of cellulose and/or derivatives thereof and PET |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |