CN106498754B - A kind of softening agent for nylon fabric, preparation method and applications - Google Patents
A kind of softening agent for nylon fabric, preparation method and applications Download PDFInfo
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- CN106498754B CN106498754B CN201611091995.2A CN201611091995A CN106498754B CN 106498754 B CN106498754 B CN 106498754B CN 201611091995 A CN201611091995 A CN 201611091995A CN 106498754 B CN106498754 B CN 106498754B
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
- 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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/34—Polyamides
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
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- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
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- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses a kind of softening agents for nylon fabric, preparation method and applications.Adipic acid, polyetheramine are subjected to amidation process by the mass ratio of the material 1:1 under the action of promotor;The hexamethylene diamine for accounting for adipic acid quality 8%~10% is added, double-end amino polyamide polyether copolymer is made;Gained double-end amino polyamide polyether copolymer is reacted with epoxy-terminated silicone oil again, and preparation is used for the softening agent of nylon fabric.Present invention process is simpler, reaction process is convenient for control, with the amido bond in nylon fibre co-melting, cocrystallization effect can occur for the amido bond having in gained softening agent molecular structure during high temperature bakes, the washing fastness of softening agent can effectively be increased, simultaneously, contain polyether segment in softening agent, the hydrophilicity of fabric can be improved, with good application prospect.
Description
Technical field
The present invention relates to a kind of softening agents for nylon fabric, preparation method and applications, belong to textile dyeing and finishing technology neck
Domain.
Background technique
Polyamide fibre is commonly called as nylon, is the synthetic fibers more early occurred in the world.Nylon fibre good, resilience with wearability
High, the features such as dyeability is excellent, play an important role in apparel industry always, be mainly used to make underwear, sports jackets,
Various hosieries etc..But the hydrophilic radical on nylon fibre is less, hygroscopicity is poor, and the flexibility of fabric is poor, so that polyamide fibre is knitted
The feel of object is poor, limits the use scope of nylon fabric.Although factory carries out nylon fabric using general softening agent whole
It manages to obtain soft effect, but the soft effect that more difficult acquisition is lasting.
Amido silicon oil and tri-block silicone oil are applied more as softening agent, and not only soft effect is preferable, but also also
Preferable fluffy, sliding glutinous effect, can be used as the softening agent of the fibers such as cotton, terylene, polyamide fibre, but nylon fibre surface reaction base
Group is less, and softening agent is only merely the surface for being adsorbed on fiber, easily falls off from fabric under conditions of washing, therefore its durability
It is poor.
Therefore, a kind of soft finishing agent for nylon fabric is developed, can make nylon fabric that there is lasting flexibility
Energy and hydrophilicity have certain impetus to the use scope for expanding polyamide fibre.
Summary of the invention
The present invention for deficiency existing for existing nylon fabric soft treatment technology, provide one kind be both able to satisfy it is excellent resistance to
Long property requirement, while the softening agent for nylon fabric of certain hydrophilicity, preparation method and applications can be obtained.
To achieve the above object of the invention, the technical solution adopted by the present invention is that providing a kind of softness for nylon fabric
Agent, its general structure are as follows:
;
Wherein, n, m are integer, and 132≤n≤267,5≤m≤9, M are as follows:
;
Wherein, y, x, z, a are integer, and 8≤y≤15,4≤x+z≤8,8≤a≤10.
Technical solution of the present invention further includes the preparation method of the softening agent as described above for nylon fabric, and step is such as
Under:
(1) it is dissolved in n,N-Dimethylformamide, stirs after mixing adipic acid and polyetheramine by the mass ratio of the material 1:1
Under the conditions of be added and account for the condensation accelerator of adipic acid and polyetheramine gross mass 0.2%~0.4%, be warming up to 90~100 DEG C, heat preservation is anti-
It answers 10~12 hours;120~130 DEG C are warming up to, the hexamethylene diamine for accounting for adipic acid quality 8%~10% is added, insulation reaction 3~4 is small
When, nitrogen is passed through to remove the water of generation in reaction process;After cooling, simultaneously recycling design is removed, it is poly- to obtain double-end amino
Amide copolyether;
(2) the double-end amino polyamide polyether copolymer for obtaining step (1) and epoxy-terminated silicone oil 1:4 in mass ratio
It is dissolved in isopropanol after~5 mixing, is added in reaction vessel under stirring condition, heat preservation is anti-under conditions of temperature is 75~85 DEG C
It after answering 22~24 hours, is cooled to room temperature, removes simultaneously recycling design, obtain faint yellow thick product, as knitted for polyamide fibre
The softening agent of object.
Polyetheramine of the present invention is one of ED-600, ED-900 and ED-1200.
The condensation accelerator be 1- ethyl-(3- dimethylaminopropyl) phosphinylidyne diimmonium salt hydrochlorate (EDC) or N,
N'- dicyclohexylcarbodiimide (DCC).
The epoxy-terminated silicone oil is one in the epoxy-terminated silicone oil of average molecular weight 10000,13000 and 20000
Kind.
A preferred embodiment of the invention is: in pressing by mass, N, the dosage of N- dimethylformamide be adipic acid and
1~1.5 times of polyetheramine gross mass;Isopropanol dosage is 1~1.5 times of epoxy-terminated silicone oil quality.
Technical solution of the present invention further relates to a kind of softening agent for nylon fabric and is carrying out soft finish to nylon fabric
In application.
It includes 2 steps that technical solution of the present invention, which prepares double-end amino polyamide polyether copolymer,;
The chemical equation of step 1 are as follows:
;
The chemical equation of step 2 are as follows:
;
In reaction equation, x, y, z, a are integer, and 8≤y≤15,4≤x+z≤8,8≤a≤10.
Chemical equation of the technical solution of the present invention preparation for the softening agent step of nylon fabric are as follows:
;
Wherein, M is;
N, m, x, y, z, a are integer, and 132≤n≤267,5≤m≤9,8≤y≤15,4≤x+z≤8,8≤a≤10.
The principle of the present invention is: using adipic acid and polyetheramine as raw material, generation amidation is anti-under condensation accelerator effect
It answers, products therefrom is reacted with hexamethylene diamine, make last-in-chain(LIC) carboxyl end group that amidation process occur, it is total to obtain double-end amino polyamide polyether
Gained double-end amino polyamide polyether copolymer is reacted with epoxy-terminated silicone oil, is obtained for nylon fabric by polymers
Soft finishing agent, wherein by controlling the mass ratio of epoxy-terminated silicone oil and double-end amino polyamide polyether copolymer, so that whole
Polyamide fibre textile after reason has more durable soft effect.
Due to the application of the above technical scheme, the present invention has the advantage that
1, the softening agent synthesized by the present invention possesses polyamide segment, has similar molecular structure chain with nylon fibre
Section, co-melting crystallization together can be occurred with nylon fibre when nylon fabric bakes by arranging, to increase softening agent in fiber
On washing fastness.
2, the polyetheramine that the present invention uses has preferable hydrophily, makes to synthesize softening agent with certain hydrophilicity, changes
It has been apt to the hydrophily of nylon fabric after arranging.
3, present invention process is fairly simple, and reaction process is suitble to industrialized production convenient for control.
Detailed description of the invention
Fig. 1 is the polyamide polyether copolymer and polyamide polyether silicone softening agent that the embodiment of the present invention 1 is prepared
Infrared spectrum;
Fig. 2 is the polyamide polyether copolymer and polyamide polyether silicone softening agent that the embodiment of the present invention 2 is prepared
Infrared spectrum;
Fig. 3 is the polyamide polyether copolymer and polyamide polyether silicone softening agent that the embodiment of the present invention 3 is prepared
Infrared spectrum.
Specific embodiment
Technical solution of the present invention is further described with reference to the accompanying drawings and examples.
Embodiment 1
The present embodiment provides a kind of softening agent for nylon fabric, it is specific the preparation method is as follows:
1,2.92g adipic acid and 18g polyetheramine ED-900 are dissolved in 24gN, in dinethylformamide, and are added to
In reaction vessel, electric mixer and condensation reflux unit are opened, 0.10gN is added, N'- dicyclohexylcarbodiimide reacted
Cheng Zhongxu is constantly passed through N2Product water is removed, by temperature control after 90 DEG C, insulation reaction 12 hours, 0.17g hexamethylene diamine is added,
120 DEG C are warming up to, back flow reaction 4 hours, cooling down was evacuated down to 0.09Mpa at 70 DEG C, handles 2 hours, sloughs and returns
N,N-Dimethylformamide is received, the both-end copolymer of polyamide polyether containing amino is obtained.
2, the epoxy terminated silicon for being 10000 by 5.0g both-end polyamide polyether containing amino copolymer and 20g average molecular weight
Oil is dissolved in 25.0g isopropanol, turn on agitator and condensation reflux unit, temperature is controlled at 75 DEG C, back flow reaction 24 is small
When, cooling down is evacuated down to 0.09Mpa at 50 DEG C, handles 1 hour, sloughs and recycle isopropanol, obtain polyamide polyether
Modified organic silicon softening agent.
Referring to attached drawing 1, it is the infrared figure of polyamide polyether copolymer and modified organic silicon softening agent in the present embodiment;Figure
In, curve 1 is polyamide polyether copolymer, and curve 2 is modified organic silicon softening agent;1730cm in curve 1-1Place is the spy of C=O
Absorption peak is levied, in 1667 cm-1With 1536 cm-1Place is the characteristic absorption peak of C-N stretching vibration, in 1108 cm-1With 948
cm-1Place is the characteristic absorption peak of C-O in C-O-C, in 1600 cm-1Place should have-the absorption vibration peak of COOH
It disappears, illustrates that adipic acid, polyetheramine and hexamethylene diamine are reacted;1261 cm in curve 2-1Place is Si-CH3With Si-CH2
The characteristic absorption peak of middle C-H bending vibration, in 1098 cm-1With 1017 cm-1Place is the characteristic absorption peak of Si-O-Si,
867 cm-1With 800 cm-1Place is Si-CH3The characteristic absorption peak of middle Si-C bending vibration, compared with curve 1, in 3281 cm-1With 3050 cm-1Place-NH2N-H characteristic absorption peak disappear, in 3456 cm-1The absorption peak at place is displaced to 3411cm-1Place
Become the characteristic absorption peak of secondary amide N-H, shows to react relatively completely between each monomer.
Resulting softening agent is product.The product is in faint yellow sticky shape, which is added to distilled water and emulsification
In the mixed solution of agent composition, organosilicon flexible agent emulsion is configured under conditions of high-speed stirred.The softness agent emulsion is taken to match
At the aqueous solution of 30g/L, nylon fabric is arranged, the sample after soft finish is tested with untreated fabric original cloth
Compare.
The hard of front and back is arranged according to ZB W04003-87 " fabric stiffness test method inclined-plane cantilever method " test nylon fabric
Stiffness, stiffness is smaller, and the flexibility of fabric is better;Hand feel evaluation: with 5 professional persons for one group, finish fabric is carried out
Scoring is touched, original cloth feel is set to 5 points, up to 10 points of hand feel evaluation point, minimum 0 point, takes the average value of 5 scorings,
Numerical value is bigger, and expression feel is better;Mark is washed according to GB/T8629-2001 " Textile Test with home washings and drying program "
Standard washs the nylon fabric of arrangement.
By above-mentioned standard and method test sample, gained test result is as shown in table 1.
Softness and washing fastness after the arrangement of 1 nylon fabric of table
Nylon fabric | Original cloth | Sample after soft finish | After washing 15 times |
Stiffness/cm | 4.22 | 1.58 | 2.55 |
Feel/point | 5 | 9 | 8 |
Embodiment 2
1,4.38g adipic acid and 27g polyetheramine ED-900 are dissolved in 40gN, in dinethylformamide, and are added to
In reaction vessel, electric mixer and condensation reflux unit are opened, 0.20gN is added, N'- dicyclohexylcarbodiimide reacted
Cheng Zhongxu is constantly passed through N2Remove product water.Temperature is controlled at 95 DEG C, insulation reaction 11 hours, 0.28g hexamethylene diamine is added, is risen
For temperature to 125 DEG C, insulation reaction 3 hours, cooling down is evacuated down to 0.09Mpa at 70 DEG C, handles 2 hours, sloughs and recycle
N,N-Dimethylformamide obtains the both-end copolymer of polyamide polyether containing amino.
2, by 7.0g both-end polyamide polyether containing amino copolymer and 31.5g average molecular weight be 10000 it is epoxy terminated
Silicone oil is dissolved in 46.2g isopropanol, turn on agitator and condensation reflux unit, by temperature control at 80 DEG C, back flow reaction 23
Hour, cooling down is evacuated down to 0.09Mpa at 50 DEG C, handles 1 hour, sloughs and recycle isopropanol, and it is poly- to obtain polyamide
Ether modified organic silicon softening agent.
Referring to attached drawing 1, it is the infrared figure of polyamide polyether copolymer and modified organic silicon softening agent in the present embodiment;Figure
In, curve 1 is polyamide polyether copolymer, and curve 2 is modified organic silicon softening agent;1724cm in curve 1-1Place is the spy of C=O
Absorption peak is levied, in 1667 cm-1With 1537 cm-1Place is the characteristic absorption peak of C-N stretching vibration, in 1105cm-1With 954 cm-1
Place is the characteristic absorption peak of C-O in C-O-C, in 1600 cm-1Place should have-the absorption vibration peak of COOH disappears,
Illustrate that adipic acid, polyetheramine and hexamethylene diamine are reacted;1261 cm in curve 2-1Place is Si-CH3With Si-CH2Middle C-H
The characteristic absorption peak of bending vibration, in 1098 cm-1With 1024 cm-1Place is the characteristic absorption peak of Si-O-Si, in 861 cm-1
With 800 cm-1Place is Si-CH3The characteristic absorption peak of middle Si-C bending vibration, compared with curve 1, in 3243cm-1With 3056
cm-1Place-NH2N-H characteristic absorption peak disappear, in 3437 cm-1The absorption peak at place is displaced to 3406cm-1Place becomes secondary acyl
The characteristic absorption peak of amine N-H shows to react relatively completely between each monomer.
Resulting softening agent is product.The product is in faint yellow sticky shape, which is added to distilled water and emulsification
In the mixed solution of agent composition, organosilicon flexible agent emulsion is configured under conditions of high-speed stirred.The softness agent emulsion is taken to match
At the aqueous solution of 30g/L, nylon fabric is arranged, is tested according to aforesaid standards and method, gained test result such as 2 institute of table
Show.
Softness and washing fastness after the arrangement of 2 nylon fabric of table
Nylon fabric | Original cloth | After soft finish | After washing 15 times |
Stiffness/cm | 4.35 | 1.34 | 2.76 |
Feel/point | 5 | 9 | 8 |
Embodiment 3
1,5.84g adipic acid and 36g polyetheramine ED-900 are dissolved in 62gN, in dinethylformamide, and are added to
In reaction vessel, electric mixer and condensation reflux unit are opened, 0.18gN is added, N'- dicyclohexylcarbodiimide reacted
Cheng Zhongxu is constantly passed through N2Remove generate water, by temperature control at 100 DEG C, insulation reaction 10 hours, be added 0.41g oneself two
Amine is warming up to 130 DEG C, and insulation reaction 3 hours, cooling down was evacuated down to 0.09Mpa at 70 DEG C, handles 2 hours, sloughs
And n,N-Dimethylformamide is recycled, obtain the both-end copolymer of polyamide polyether containing amino.
2, the epoxy terminated silicon for being 10000 by 9.0g both-end polyamide polyether containing amino copolymer and 45g average molecular weight
Oil is dissolved in 81g isopropanol, turn on agitator and condensation reflux unit, and temperature is controlled at 83 DEG C, back flow reaction 22 hours,
Cooling down is evacuated down to 0.09Mpa at 50 DEG C, handles 1 hour, sloughs and recycle isopropanol, obtain polyamide polyether and change
Property silicone softening agent.
Referring to attached drawing 1, it is the infrared figure of polyamide polyether copolymer and modified organic silicon softening agent in the present embodiment;Figure
In, curve 1 is polyamide polyether copolymer, and curve 2 is modified organic silicon softening agent;1730cm in curve 1-1Place is the spy of C=O
Absorption peak is levied, in 1667 cm-1With 1537 cm-1Place is the characteristic absorption peak of C-N stretching vibration, in 1105 cm-1With 948
cm-1Place is the characteristic absorption peak of C-O in C-O-C, in 1600 cm-1Place should have-the absorption vibration peak of COOH
It disappears, illustrates that adipic acid, polyetheramine and hexamethylene diamine are reacted;1267 cm in curve 2-1Place is Si-CH3With Si-CH2
The characteristic absorption peak of middle C-H bending vibration, in 1098 cm-1With 1024 cm-1Place is the characteristic absorption peak of Si-O-Si,
867 cm-1With 800 cm-1Place is Si-CH3The characteristic absorption peak of middle Si-C bending vibration, compared with curve 1, in 3250 cm-1With 3050 cm-1Place-NH2N-H characteristic absorption peak disappear, in 3450 cm-1The absorption peak at place is displaced to 3406cm-1Place
Become the characteristic absorption peak of secondary amide N-H, shows to react relatively completely between each monomer.
Resulting softening agent is product.The product is in faint yellow sticky shape, which is added to distilled water and emulsification
In the mixed solution of agent composition, organosilicon flexible agent emulsion is configured under conditions of high-speed stirred.The softness agent emulsion is taken to match
At the aqueous solution of 30g/L, nylon fabric is arranged, is tested according to aforesaid standards and method, gained test result such as 3 institute of table
Show.
Softness and washing fastness after the arrangement of 3 nylon fabric of table
Nylon fabric | Original cloth | After soft finish | After washing 15 times |
Stiffness/cm | 4.10 | 1.40 | 2.63 |
Feel/point | 5 | 9 | 8 |
Claims (5)
1. a kind of preparation method of the softening agent for nylon fabric, the general structure of the softening agent are as follows:
;
Wherein, n, m are integer, and 132≤n≤267,5≤m≤9, M are as follows:
;
Wherein, y, x, z, a are integer, and 8≤y≤15,4≤x+z≤8,8≤a≤10;
It is characterized by comprising following steps:
(1) it is dissolved in n,N-Dimethylformamide after mixing adipic acid and polyetheramine by the mass ratio of the material 1:1, stirring condition
Lower addition accounts for the condensation accelerator of adipic acid and polyetheramine gross mass 0.2%~0.4%, is warming up to 90~100 DEG C, insulation reaction 10
~12 hours;It is warming up to 120~130 DEG C, is added the hexamethylene diamine for accounting for adipic acid quality 8%~10%, insulation reaction 3~4 hours, instead
Nitrogen should be passed through to remove the water of generation in the process;After cooling, simultaneously recycling design is removed, it is poly- to obtain double-end amino polyamide
Ether copolymer;
(2) the double-end amino polyamide polyether copolymer for obtaining step (1) and epoxy-terminated silicone oil 1:4~5 in mass ratio are mixed
It is dissolved in isopropanol after conjunction, is added in reaction vessel under stirring condition, the insulation reaction 22 under conditions of temperature is 75~85 DEG C
It after~24 hours, is cooled to room temperature, removes simultaneously recycling design, faint yellow thick product is obtained, as nylon fabric
Softening agent;The epoxy-terminated silicone oil is one in the epoxy-terminated silicone oil of average molecular weight 10000,13000 and 20000
Kind.
2. a kind of preparation method of softening agent for nylon fabric according to claim 1, it is characterised in that: described
Polyetheramine is one of ED-600, ED-900 and ED-1200.
3. a kind of preparation method of softening agent for nylon fabric according to claim 1, it is characterised in that: described
Condensation accelerator is 1- ethyl-(3- dimethylaminopropyl) phosphinylidyne diimmonium salt hydrochlorate or N, N'- dicyclohexylcarbodiimide.
4. a kind of preparation method of softening agent for nylon fabric according to claim 1, it is characterised in that: press quality
Meter, N, the dosage of N- dimethylformamide are 1~1.5 times of adipic acid and polyetheramine gross mass.
5. a kind of preparation method of softening agent for nylon fabric according to claim 1, it is characterised in that: press quality
Meter, isopropanol dosage are 1~1.5 times of epoxy-terminated silicone oil quality.
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