CN103059305A - Preparation method of antibacterial hydrophobic complexing agent for polyester fibers - Google Patents
Preparation method of antibacterial hydrophobic complexing agent for polyester fibers Download PDFInfo
- Publication number
- CN103059305A CN103059305A CN2013100279566A CN201310027956A CN103059305A CN 103059305 A CN103059305 A CN 103059305A CN 2013100279566 A CN2013100279566 A CN 2013100279566A CN 201310027956 A CN201310027956 A CN 201310027956A CN 103059305 A CN103059305 A CN 103059305A
- Authority
- CN
- China
- Prior art keywords
- guanidine compound
- preparation
- carboxyl
- solvent
- single guanidine
- 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.)
- Granted
Links
Images
Landscapes
- Silicon Polymers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
The invention discloses a preparation method of an antibacterial hydrophobic complexing agent for polyester fibers, belonging to the field of an antibacterial agent synthetic technology. The preparation method comprises the following steps of: synthesizing carboxylpolysiloxane, wherein the carboxylpolysiloxane is generated from a hydrogen-containing saline and an acrylic acid; preparing a monoguanidyl compound, wherein the monoguanidyl compound is obtained from cyanamide and alkylamine; and carrying out condensation reaction of carboxylpolysiloxane and the monoguanidyl compound so as to obtain the antibacterial hydrophobic complexing agent. According to the invention, polysiloxane with functions of dewatering, decontaminating and the like and groups with antibacterial functions are introduced to a high polymer long chain through a way of copolymerization, so that the preparation method of the antibacterial hydrophobic complexing agent for the polyester fibers has the advantages of high efficiency, broad spectrum, good dispersibility, cheap price and the like, is free from volatility, can be easily processed at high temperature, is easy to store.
Description
Technical field
The invention belongs to the antiseptic-germicide synthesis technical field, be specifically related to a kind of trevira with the preparation method of antibiotic hydrophobic recombiner.
Background technology
The siloxanes softening agent, be used for flexibility, elasticity and smooth feeling that textile finishing can improve fibre substrate, can give again the good hydrophobicity of fabric and soil release characteristics, and good through light color or the white fabrics whiteness of its arrangement, also have imitative numb feel, therefore having one's own knack aspect the stylization arrangement of fabric.
Present of a great variety of antiseptic-germicide mainly contains five large classes, inorganic antiseptic, organic antibacterial agent, inorganic and organic composite antibiotic agent, natural antibacterial agent, polymer antibacterial agent.The easy oxidation of silver-series antibacterial agent, light stability are poor, and long-time the use because the oxidation goods can turn black, and being on the increase of the heavy metal metal ion that discharges in the use procedure are easily to environment.Natural organic antibacterial agent poor heat resistance, antibacterial effect is not lasting.The polymer antiseptic-germicide is with having the function monomer of anti-microbial property, and by grafting, the means such as copolymerization are incorporated into the antibacterial group on the polymer long-chain, has the good characteristic that has such as efficient, long-acting, safe, stable.
Summary of the invention
For the problem that prior art exists, the object of the invention is to design provides the technical scheme of a kind of trevira with the preparation method of antibiotic hydrophobic recombiner.
Described a kind of trevira is characterized in that comprising following processing step with the preparation method of antibiotic hydrophobic recombiner:
1) the carboxyl polysiloxane is synthetic: described carboxyl polysiloxane is to be generated by silane containing hydrogen and vinylformic acid;
2) preparation of single guanidine compound: described single guanidine compound is to be generated by cyanamide and alkylamine;
3) carboxyl polysiloxane and single guanidine compound condensation reaction:
Carboxyl polysiloxane, single guanidine compound, promotor adding are equipped with in the there-necked flask of agitator, add solvent a dissolving, be cooled to 0～5 ℃; Slowly drip the solvent a that contains straight chain bonding reagent, naturally be warming up to room temperature, stirring reaction 2～24h filters with solvent a washing pressure reducing and steaming solvent a also, obtains trevira with antibiotic hydrophobic recombiner;
The molar ratio of described carboxyl polysiloxane and single guanidine compound is determined according to the hydroxy radical content of carboxyl polysiloxane: n(COOH): n (single guanidine compound) is 1:1.2～1:1.5; The molar ratio of described straight chain bonding reagent and single guanidine compound is 1.2:1～1.5:1; The molar ratio of described promotor and single guanidine compound is 1.2:1～1.5:1;
Above-mentioned straight chain bonding reagent is N, N-dicyclohexylcarbodiimide, triethylamine, 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride, N, a kind of in N-DIC, the phosphinylidyne diimidazole;
Above-mentioned promotor is I-hydroxybenzotriazole, 6-chloro-I-hydroxybenzotriazole, 1-hydroxyl-7-azepine benzotriazole, 4-N, a kind of in the N-Dimethylamino pyridine;
Above-mentioned solvent a is a kind of in tetrahydrofuran (THF), ethyl acetate, methylene dichloride, the DMF.
Described a kind of trevira is with the preparation method of antibiotic hydrophobic recombiner, it is characterized in that the concentration of straight chain bonding reagent among the described solvent a that contains straight chain bonding reagent is 1.5～5mmol/10ml.
Described a kind of trevira is characterized in that described carboxyl polysiloxane specifically makes by following steps with the preparation method of antibiotic hydrophobic recombiner:
In silane containing hydrogen, vinylformic acid, the there-necked flask of platinum based catalyst adding with agitator, after stirring under the room temperature, be warming up to 70～90 ℃, reaction 20～25h finishes; After suction filtration, underpressure distillation are removed impurity and low-boiling-point substance, at 50～65 ℃ of vacuum-drying 24h, obtain the carboxyl silicone intermediate; Get an amount of this intermediate and slowly be added drop-wise among the excessive solution b, the control rate of addition after dropwising, finishes at 20～40 ℃ of lower reaction 1～3h; Be 7 with distilled water repetitive scrubbing to the pH value of washing lotion, suction filtration at 50～65 ℃ of vacuum-drying 24h, obtains the carboxyl polysiloxane;
Described silane containing hydrogen has following structure:
R wherein
1, R
2Be methyl or ethyl; R
3Be H, alkyl or phenyl;
Described platinum based catalyst is a kind of of Platinic chloride or platinum dioxide or two kinds;
Described solution b is that volume fraction is the sulphuric acid soln of 15-60%;
Described silane containing hydrogen and acrylic acid molar ratio are 1.2:1～2:1; The quality that feeds intake of platinum based catalyst is 0.01%～0.05% of reactant total mass.
Described a kind of trevira is characterized in that described single guanidine compound specifically makes by following steps with the preparation method of antibiotic hydrophobic recombiner:
In the there-necked flask of agitator is arranged, add respectively alkylamine and Glacial acetic acid, be warming up to 100～130 ℃ after mixing, the lower dropping cyanamide that stirs and bleed, keeping temperature of reaction is 110～130 ℃; After dropwising, continue reaction 20～40 min, stopped heating, cooling; The water that adds 2 times of volumes, heating for dissolving, regulate pH value to 10～13 with sodium hydroxide, leave standstill, tell the water dissolution of using again 2 times of volumes behind the material of upper strata, heating in water bath, be that 36% acetum comes regulation system pH value to 7 with Glacial acetic acid preparation quality mark, leave standstill and tell product that the rotary evaporation final vacuum is dry, with solvent c recrystallization, obtain single guanidine compound.
The molar ratio of described cyanamide and alkylamine is 1.5:1～2:1; The molar ratio of described Glacial acetic acid and alkylamine is 1.2:1～1.5:1, and described solvent c is ethanol, chloroform or acetone.
The trevira that the present invention makes is as follows with the using method of antibiotic hydrophobic recombiner: this recombiner adds in the silicone oil with 3%～30% addition, two roads that the are used for trevira operation that oils.In order to make in the better infiltrated fiber of the described antibiotic hydrophobic recombiner top layer, and silicone oil can coat recombiner preferably, and the temperature of relaxation heat setting is controlled at 100 ℃～180 ℃, and the time of relaxation heat setting is 20～40min.
Compared with prior art, positively effect of the present invention is:
Trevira of the present invention will have the polysiloxane of the functions such as hydrophobic, decontamination with antibiotic hydrophobic recombiner and have the means of antibacterial group by copolymerization and be incorporated on the polymer long-chain, thereby have efficient, wide spectrum, non-volatile, be easy to high temperature process, favorable dispersity, the plurality of advantages such as be easy to store, cheap.
Description of drawings
The infrared spectrum of Fig. 1 methyldiethoxysilane, vinylformic acid, carboxyl silicone intermediate and carboxyl polysiloxane;
The infrared spectrum of Fig. 2 list guanidine compound;
The infrared spectrum of the antibiotic hydrophobic recombiner of Fig. 3.
Embodiment
Further specify the present invention below in conjunction with embodiment.
Embodiment 1: carboxyl polysiloxane synthetic
Get 604.125g (4.5mol) methyldiethoxysilane, 216.18g(3mol) vinylformic acid, 0.082g platinum dioxide adds in the there-necked flask with agitator, after stirring under the room temperature, is warming up to 85 ℃, and reaction 23h finishes; After suction filtration, underpressure distillation go out decon and low-boiling-point substance, at 55 ℃ of vacuum-drying 24h, obtain the carboxyl silicone intermediate; It is in 40% the sulphuric acid soln, strictly to control rate of addition that this intermediate of getting half quality slowly is added drop-wise to excessive volume fraction, after dropwising, finishes at 23 ℃ of lower reaction 2h; Be 7 with distilled water repetitive scrubbing to the pH value of washing lotion, suction filtration at 55 ℃ of vacuum-drying 24h, namely obtains the carboxyl polysiloxane;
Characterizing method:
Fourier transform infrared spectroscopy: liquid sample directly drips on printing opacity salt sheet, and solid sample adopts the pellet technique analysis, and sweep limit is 4000-400cm
-1, wherein scanning times is 32, resolving power is 4 cm
-1
As shown in Figure 1, the spectrogram of contrast methyldiethoxysilane, vinylformic acid, carboxyl silicone intermediate: 2164 cm in the methyldiethoxysilane spectrogram
-1646 cm in shown Si-H stretching vibration absorption peak and the vinylformic acid spectrogram
-1Shown C=C unsaturated double-bond stretching vibration charateristic avsorption band all disappears in the spectrogram of carboxyl silicone intermediate, illustrates that addition reaction of silicon with hydrogen carries out fully.
The spectrogram of contrast carboxyl polysiloxane and carboxyl silicone intermediate: 1166 cm in the carboxyl silicone intermediate spectrogram
-1, 954 cm
-1The absorption peak at place disappears in the spectrogram of carboxyl polysiloxane, proves-OC
2H
5Hydrolysis-condensation reaction occurs.
Spectrogram by the carboxyl polysiloxane can draw: 2980cm
-11722 cm have appearred-the stretching vibration absorption peak of OH
-1The stretching vibration peak of the two keys of C=O occurred, these 2 have proved that the carboxyl polysiloxane contains carboxyl; 2960 cm
-1With 2979 cm
-1Be Si-CH
3Middle CH
3C-H stretching vibration absorption peak, 1266 cm
-1Be Si-CH
3Middle CH
3The symmetric vibration absorption peak, 1086-1119 cm
-1Stretching vibration absorption peak for Si-O-Si.
In sum, the disappearance of Si-H and C=C proof addition reaction of silicon with hydrogen carries out fully-OC
2H
5The appearance of the disappearance of group and Si-O-Si structure proof intermediate generation hydrolysis-condensation reaction, C=O and-the appearance explanation carboxyl of OH exists, and proves that thus product is target product.
The carboxyl polysiloxane also can be synthetic by following steps among the present invention:
Get 6mol silane containing hydrogen, 3mol vinylformic acid, account in the there-necked flask of Platinic chloride adding with agitator of reactant total mass 0.03%, after stirring under the room temperature, be warming up to 70 ℃, reaction 25h finishes; After suction filtration, underpressure distillation go out decon and low-boiling-point substance, at 50 ℃ of vacuum-drying 24h, obtain the carboxyl silicone intermediate; It is in 15% the sulphuric acid soln, strictly to control rate of addition that this intermediate of getting half quality slowly is added drop-wise to excessive volume fraction, after dropwising, finishes at 20 ℃ of lower reaction 3h; Be 7 with distilled water repetitive scrubbing to the pH value of washing lotion, suction filtration at 50 ℃ of vacuum-drying 24h, namely obtains the carboxyl polysiloxane; The silane containing hydrogen structural formula is
R wherein
1, R
2Be methyl or ethyl; R
3Be H, alkyl or phenyl.
Get in 3.6mol silane containing hydrogen, 3mol vinylformic acid, the Platinic chloride that accounts for reactant total mass 0.05% and the there-necked flask of platinum dioxide adding with agitator, after stirring under the room temperature, be warming up to 90 ℃, reaction 20h finishes; After suction filtration, underpressure distillation go out decon and low-boiling-point substance, at 65 ℃ of vacuum-drying 24h, obtain the carboxyl silicone intermediate; It is in 60% the sulphuric acid soln, strictly to control rate of addition that this intermediate of getting half quality slowly is added drop-wise to excessive volume fraction, after dropwising, finishes at 40 ℃ of lower reaction 1h; Be 7 with distilled water repetitive scrubbing to the pH value of washing lotion, suction filtration at 65 ℃ of vacuum-drying 24h, namely obtains the carboxyl polysiloxane; The silane containing hydrogen structural formula is
R wherein
1, R
2Be methyl or ethyl; R
3Be H, alkyl or phenyl.
Embodiment 2: single guanidine compound synthetic
Get 404.265g(1.5mol) stearylamine, 108.09g (1.8mol) Glacial acetic acid be in the there-necked flask with agitator, be warming up to 110 ℃ after mixing, stir and (water pump) dropping 94.5g(2.25mol that bleeds down) cyanamide, keeping temperature of reaction is 110 ℃; After dropwising, continue reaction 30 min, stopped heating, cooling; The water that adds 2 times of volumes, heating for dissolving, regulate pH value about 10 with sodium hydroxide, leave standstill, tell the water dissolution of using again 2 times of volumes behind the material of upper strata, heating in water bath is that 36% acetum comes regulation system pH value to 7 with Glacial acetic acid preparation quality mark, leave standstill and tell product, the rotary evaporation final vacuum is dry; Obtain single guanidine compound with ethyl alcohol recrystallization;
Characterizing method:
Fourier transform infrared spectroscopy: liquid sample directly drips on printing opacity salt sheet, and solid sample adopts the pellet technique analysis, and sweep limit is 4000-400 cm
-1, wherein scanning times is 32, resolving power is 4 cm
-1
As seen from Figure 2,1662.64 cm
-1Be NH
2Scissors flexural vibration absorption peak, 1620 cm
-1Be the stretching vibration absorption peak of C=N, 1471cm
-1, 997 cm
-1, 770 cm
-1Be respectively the outer angle absorption peak of asymmetrical stretching vibration absorption peak, symmetric vibration absorption peak and face of NCN key, prove that thus product is target product.
Single guanidine compound also can be synthetic by following steps among the present invention:
Get 1mol hexadecylamine or other alkyl amine, 1.5mol Glacial acetic acid in the there-necked flask with agitator, be warming up to 100 ℃ after mixing, (water pump) dropping 2mol cyanamide that stirs and bleed down, keeping temperature of reaction is 100 ℃; After dropwising, continue reaction 40 min, stopped heating, cooling; The water that adds 2 times of volumes, heating for dissolving, regulate pH value to 13 with sodium hydroxide, leave standstill, tell the water dissolution of using again 2 times of volumes behind the material of upper strata, heating in water bath is that 36% acetum comes regulation system pH value to 7 with Glacial acetic acid preparation quality mark, leave standstill and tell product, the rotary evaporation final vacuum is dry; Use Gossypol recrystallized from chloroform, obtain single guanidine compound.
Get 1mol alkylamine, 1.3mol Glacial acetic acid in the there-necked flask with agitator, be warming up to 130 ℃ after mixing, (water pump) dropping 1.8mol cyanamide that stirs and bleed down, keeping temperature of reaction is 130 ℃; After dropwising, continue reaction 20min, stopped heating, cooling; The water that adds 2 times of volumes, heating for dissolving, regulate pH value to 12 with sodium hydroxide, leave standstill, tell the water dissolution of using again 2 times of volumes behind the material of upper strata, heating in water bath is that 36% acetum comes regulation system pH value to 7 with Glacial acetic acid preparation quality mark, leave standstill and tell product, the rotary evaporation final vacuum is dry; Use acetone recrystallization, obtain single guanidine compound.
Embodiment 3: carboxyl polysiloxane and single guanidine compound condensation reaction
The carboxyl-content that records the carboxyl polysiloxane by acid base titration is 7.60 mmol/g;
Get 131.58g carboxyl polysiloxane, 404.3g(1.3mol) single guanidine compound, 286.57g (1.69mol) 6-chloro-I-hydroxybenzotriazole (6-Cl-HOBt) add and be equipped with in the there-necked flask of agitator, add a certain amount of acetic acid ethyl dissolution, be cooled to 1 ℃; Slowly drip the ethyl acetate solution (concentration of triethylamine is 2.5mmol/10ml) that contains 157.86g (1.56mol) triethylamine, naturally be warming up to room temperature, stirring reaction 12h filters, with ethyl acetate washing and pressure reducing and steaming ethyl acetate, obtain trevira with antibiotic hydrophobic recombiner.
Characterizing method:
Fourier transform infrared spectroscopy: liquid sample directly drips on printing opacity salt sheet, and solid sample adopts the pellet technique analysis, and sweep limit is 4000-400 cm
-1, wherein scanning times is 32, resolving power is 4 cm
-1
Can draw by comparison diagram 1, Fig. 2, Fig. 3: carboxyl polysiloxane infrared spectrum 2980cm among Fig. 1
-1Shown in-OH stretching vibration absorption peak disappears single guanidine compound infrared spectrum 1662.64 cm among Fig. 2 in Fig. 3
-1Shown NH
2Vibration absorption peak in Fig. 3, disappear, prove that thus carboxyl and guanidine radicals react; Carboxyl polysiloxane infrared spectrum 1086-1119 cm among Fig. 1
-1The shown characteristic peaks such as Si-O-Si stretching vibration absorption peak still exist in Fig. 3, single guanidine compound infrared spectrum 1620 cm among Fig. 2
-1The shown characteristic peaks such as C=N stretching vibration absorption peak still exist in Fig. 3, prove that product is target product.
This recombiner is added in the silicone oil two roads that the are used for trevira operation that oils with 3.5% addition.170 ℃ of the temperature of relaxation heat setting, the time of relaxation heat setting is 30min.
Adopt succusion to measure its anti-microbial property; Utilize and adopt the German Data physics OCA40Micro of company model video contact angle measurement to carry out contact angle test sign hydrophobic function: under 20 ℃ condition, test, the water yield 2 μ l that drip, rate of addition 1 μ l/s, finish the test of static contact angle after the contact in 10 s, repeat 10 times, average.
Test result is shown in Table 1.
Table 1 antibacterial fiber test result
Trevira also can make by following steps with antibiotic hydrophobic recombiner among the present invention:
The carboxyl-content that records the carboxyl polysiloxane by acid base titration is 7.60 mmol/g;
Get the single guanidine compound of 131.58g carboxyl polysiloxane, 1.2mol, 1.44 mol I-hydroxybenzotriazoles (HOBt) (promotor) and add and be equipped with in the there-necked flask of agitator, (solvent a) dissolves, and is cooled to 0 ℃ to add a certain amount of tetrahydrofuran (THF); Slowly drip and contain 1.8mol N, (solvent is solution (N a) for the tetrahydrofuran (THF) of N-dicyclohexylcarbodiimide (DCC) (straight chain bonding reagent), the concentration of N-dicyclohexylcarbodiimide is 1.5mmol/10ml), naturally be warming up to room temperature, stirring reaction 2h, filter, with ethyl acetate washing and pressure reducing and steaming tetrahydrofuran (THF), obtain trevira with antibiotic hydrophobic recombiner.
The carboxyl-content that records the carboxyl polysiloxane by acid base titration is 7.60 mmol/g;
Get 131.58g carboxyl polysiloxane, the single guanidine compound of 1.5mol, 2.25mol1-hydroxyl-7-azepine benzotriazole (HOAt) or 4-N, N-Dimethylamino pyridine (DMAP) adding is equipped with in the there-necked flask of agitator, add a certain amount of methylene dichloride dissolving, be cooled to 5 ℃; Slowly drip the dichloromethane solution (concentration of 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride is 5mmol/10ml) that contains 1.95mol 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride (EDCI), naturally be warming up to room temperature, stirring reaction 2h, filter, with washed with dichloromethane and pressure reducing and steaming methylene dichloride, obtain trevira with antibiotic hydrophobic recombiner.
Straight chain bonding reagent can adopt N in above-described embodiment, N-dicyclohexylcarbodiimide, triethylamine, 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride, N, a kind of in N-DIC, the phosphinylidyne diimidazole; Promotor can be adopted I-hydroxybenzotriazole, 6-chloro-I-hydroxybenzotriazole, 1-hydroxyl-7-azepine benzotriazole, 4-N, a kind of in the N-Dimethylamino pyridine; Solvent a can adopt a kind of in tetrahydrofuran (THF), ethyl acetate, methylene dichloride, the DMF.
The above only is preferred implementation of the present invention; should be pointed out that for those skilled in the art, without departing from the inventive concept of the premise; can also make some improvements and modifications, these improvements and modifications also should be considered within the scope of protection of the present invention.
Claims (4)
1. a trevira is characterized in that comprising following processing step with the preparation method of antibiotic hydrophobic recombiner:
1) the carboxyl polysiloxane is synthetic: described carboxyl polysiloxane is to be generated by silane containing hydrogen and vinylformic acid;
2) preparation of single guanidine compound: described single guanidine compound is to be generated by cyanamide and alkylamine;
3) carboxyl polysiloxane and single guanidine compound condensation reaction:
Carboxyl polysiloxane, single guanidine compound, promotor adding are equipped with in the there-necked flask of agitator, add solvent a dissolving, be cooled to 0～5 ℃; Slowly drip the solvent a that contains straight chain bonding reagent, naturally be warming up to room temperature, stirring reaction 2～24h filters with solvent a washing pressure reducing and steaming solvent a also, obtains trevira with antibiotic hydrophobic recombiner;
The molar ratio of described carboxyl polysiloxane and single guanidine compound is determined according to the hydroxy radical content of carboxyl polysiloxane: n(COOH): n (single guanidine compound) is 1:1.2～1:1.5; The molar ratio of described straight chain bonding reagent and single guanidine compound is 1.2:1～1.5:1; The molar ratio of described promotor and single guanidine compound is 1.2:1～1.5:1;
Above-mentioned straight chain bonding reagent is N, N-dicyclohexylcarbodiimide, triethylamine, 1-(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride, N, a kind of in N-DIC, the phosphinylidyne diimidazole;
Above-mentioned promotor is I-hydroxybenzotriazole, 6-chloro-I-hydroxybenzotriazole, 1-hydroxyl-7-azepine benzotriazole, 4-N, a kind of in the N-Dimethylamino pyridine;
Above-mentioned solvent a is a kind of in tetrahydrofuran (THF), ethyl acetate, methylene dichloride, the DMF.
2. a kind of trevira as claimed in claim 1 is with the preparation method of antibiotic hydrophobic recombiner, it is characterized in that the concentration of straight chain bonding reagent among the described solvent a that contains straight chain bonding reagent is 1.5～5mmol/10ml.
3. a kind of trevira as claimed in claim 1 is characterized in that described carboxyl polysiloxane specifically makes by following steps with the preparation method of antibiotic hydrophobic recombiner:
In silane containing hydrogen, vinylformic acid, the there-necked flask of platinum based catalyst adding with agitator, after stirring under the room temperature, be warming up to 70～90 ℃, reaction 20～25h finishes; After suction filtration, underpressure distillation are removed impurity and low-boiling-point substance, at 50～65 ℃ of vacuum-drying 24h, obtain the carboxyl silicone intermediate; Get an amount of this intermediate and slowly be added drop-wise among the excessive solution b, the control rate of addition after dropwising, finishes at 20～40 ℃ of lower reaction 1～3h; Be 7 with distilled water repetitive scrubbing to the pH value of washing lotion, suction filtration at 50～65 ℃ of vacuum-drying 24h, obtains the carboxyl polysiloxane;
Described silane containing hydrogen has following structure:
R wherein
1, R
2Be methyl or ethyl; R
3Be H, alkyl or phenyl;
Described platinum based catalyst is a kind of of Platinic chloride or platinum dioxide or two kinds;
Described solution b is that volume fraction is the sulphuric acid soln of 15-60%;
Described silane containing hydrogen and acrylic acid molar ratio are 1.2:1～2:1; The quality that feeds intake of platinum based catalyst is 0.01%～0.05% of reactant total mass.
4. a kind of trevira as claimed in claim 1 is characterized in that described single guanidine compound specifically makes by following steps with the preparation method of antibiotic hydrophobic recombiner:
In the there-necked flask of agitator is arranged, add respectively alkylamine and Glacial acetic acid, be warming up to 100～130 ℃ after mixing, the lower dropping cyanamide that stirs and bleed, keeping temperature of reaction is 110～130 ℃; After dropwising, continue reaction 20～40 min, stopped heating, cooling; The water that adds 2 times of volumes, heating for dissolving, regulate pH value to 10～13 with sodium hydroxide, leave standstill, tell the water dissolution of using again 2 times of volumes behind the material of upper strata, heating in water bath, be that 36% acetum comes regulation system pH value to 7 with Glacial acetic acid preparation quality mark, leave standstill and tell product that the rotary evaporation final vacuum is dry, with solvent c recrystallization, obtain single guanidine compound;
The molar ratio of described cyanamide and alkylamine is 1.5:1～2:1; The molar ratio of described Glacial acetic acid and alkylamine is 1.2:1～1.5:1, and described solvent c is ethanol, chloroform or acetone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310027956.6A CN103059305B (en) | 2013-01-25 | 2013-01-25 | Preparation method of antibacterial hydrophobic complexing agent for polyester fibers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310027956.6A CN103059305B (en) | 2013-01-25 | 2013-01-25 | Preparation method of antibacterial hydrophobic complexing agent for polyester fibers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103059305A true CN103059305A (en) | 2013-04-24 |
| CN103059305B CN103059305B (en) | 2015-04-08 |
Family
ID=48102224
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310027956.6A Expired - Fee Related CN103059305B (en) | 2013-01-25 | 2013-01-25 | Preparation method of antibacterial hydrophobic complexing agent for polyester fibers |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103059305B (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104131468A (en) * | 2014-08-08 | 2014-11-05 | 南雄鼎成化工有限公司 | Preparation method and application of super-hydrophobic antibacterial finishing agent for cotton fabrics |
| CN104562660A (en) * | 2013-10-11 | 2015-04-29 | 中国石油化工股份有限公司 | Polyester fiber based on benzotriazole type ultraviolet ray absorber and preparing method thereof |
| CN104562302A (en) * | 2013-10-11 | 2015-04-29 | 中国石油化工股份有限公司 | Anti-ultraviolet aging polyester fiber and preparing method thereof |
| CN105755822A (en) * | 2016-02-29 | 2016-07-13 | 苏州印丝特纺织数码科技有限公司 | Preparation method and application of antibacterial easy-decontamination finishing agent |
| CN109414725A (en) * | 2015-12-16 | 2019-03-01 | 萨尔.奥罗拉 | It is a kind of with heat-resisting, antifouling and antibacterial fabric and its manufacturing method |
| CN111748098A (en) * | 2020-08-06 | 2020-10-09 | 广州市斯洛柯高分子聚合物有限公司 | Amino silicone oil and preparation method thereof |
| CN114736359A (en) * | 2022-05-27 | 2022-07-12 | 广东腾业科技有限公司 | Itaconic acid monomer modified copolyester material for shampoo bottle and preparation method thereof |
| CN117107416A (en) * | 2023-10-24 | 2023-11-24 | 广东欣薇尔服装有限公司 | Fabric containing polyamide hollow fibers and preparation method thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0733613A (en) * | 1993-07-22 | 1995-02-03 | Mitsubishi Materials Corp | Antimicrobial resin composition |
| JPH07233016A (en) * | 1994-02-23 | 1995-09-05 | Mitsubishi Materials Corp | Antibacterial and antifungal treating solution |
| CN1737061A (en) * | 2004-08-19 | 2006-02-22 | 瓦克化学有限公司 | Oil-in-water emulsion of aminosiloxane |
| CN101107316A (en) * | 2005-01-28 | 2008-01-16 | 东丽株式会社 | Resin composition and fiber structural product |
| CN101273082A (en) * | 2005-08-01 | 2008-09-24 | Ge拜尔硅股份有限公司 | Polyammonium/polysiloxane copolymers |
| JP2011017108A (en) * | 2009-07-10 | 2011-01-27 | Nicca Chemical Co Ltd | Treatment agent for textile, method for producing antibacterial/antifungal textile product, and the resultant antibacterial/antifungal textile product |
-
2013
- 2013-01-25 CN CN201310027956.6A patent/CN103059305B/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0733613A (en) * | 1993-07-22 | 1995-02-03 | Mitsubishi Materials Corp | Antimicrobial resin composition |
| JPH07233016A (en) * | 1994-02-23 | 1995-09-05 | Mitsubishi Materials Corp | Antibacterial and antifungal treating solution |
| CN1737061A (en) * | 2004-08-19 | 2006-02-22 | 瓦克化学有限公司 | Oil-in-water emulsion of aminosiloxane |
| CN101107316A (en) * | 2005-01-28 | 2008-01-16 | 东丽株式会社 | Resin composition and fiber structural product |
| CN101273082A (en) * | 2005-08-01 | 2008-09-24 | Ge拜尔硅股份有限公司 | Polyammonium/polysiloxane copolymers |
| JP2011017108A (en) * | 2009-07-10 | 2011-01-27 | Nicca Chemical Co Ltd | Treatment agent for textile, method for producing antibacterial/antifungal textile product, and the resultant antibacterial/antifungal textile product |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104562660B (en) * | 2013-10-11 | 2018-06-15 | 中国石油化工股份有限公司 | Polyester fiber based on Benzotriazole Ultraviolet Stabilizer and preparation method thereof |
| CN104562660A (en) * | 2013-10-11 | 2015-04-29 | 中国石油化工股份有限公司 | Polyester fiber based on benzotriazole type ultraviolet ray absorber and preparing method thereof |
| CN104562302A (en) * | 2013-10-11 | 2015-04-29 | 中国石油化工股份有限公司 | Anti-ultraviolet aging polyester fiber and preparing method thereof |
| CN104562302B (en) * | 2013-10-11 | 2018-05-29 | 中国石油化工股份有限公司 | A kind of anti-ultraviolet ageing polyester fiber and preparation method thereof |
| CN104131468A (en) * | 2014-08-08 | 2014-11-05 | 南雄鼎成化工有限公司 | Preparation method and application of super-hydrophobic antibacterial finishing agent for cotton fabrics |
| CN109414725A (en) * | 2015-12-16 | 2019-03-01 | 萨尔.奥罗拉 | It is a kind of with heat-resisting, antifouling and antibacterial fabric and its manufacturing method |
| CN105755822A (en) * | 2016-02-29 | 2016-07-13 | 苏州印丝特纺织数码科技有限公司 | Preparation method and application of antibacterial easy-decontamination finishing agent |
| CN105755822B (en) * | 2016-02-29 | 2017-11-28 | 苏州印丝特纺织数码科技有限公司 | A kind of preparation method and application of antibacterial soil-releasing finishing agent |
| CN111748098A (en) * | 2020-08-06 | 2020-10-09 | 广州市斯洛柯高分子聚合物有限公司 | Amino silicone oil and preparation method thereof |
| CN114736359A (en) * | 2022-05-27 | 2022-07-12 | 广东腾业科技有限公司 | Itaconic acid monomer modified copolyester material for shampoo bottle and preparation method thereof |
| CN114736359B (en) * | 2022-05-27 | 2023-11-14 | 广东腾业科技有限公司 | Copolyester material for itaconic acid monomer modified shampoo bottle and preparation method thereof |
| CN117107416A (en) * | 2023-10-24 | 2023-11-24 | 广东欣薇尔服装有限公司 | Fabric containing polyamide hollow fibers and preparation method thereof |
| CN117107416B (en) * | 2023-10-24 | 2024-01-12 | 广东欣薇尔服装有限公司 | Fabric containing polyamide hollow fibers and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103059305B (en) | 2015-04-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103059305B (en) | Preparation method of antibacterial hydrophobic complexing agent for polyester fibers | |
| CN102964602B (en) | Preparation method of steric hindered amine polyether-group polysiloxane | |
| CN102250358B (en) | Block type amino polyether modified silicone oil and preparation method thereof | |
| CN104233801B (en) | A kind of fire-retardant preparation method with refusing the difunctional COTTON FABRIC of water | |
| CN103233366B (en) | Have the preparation method of the organosilicon bactericide of soft function concurrently | |
| CN102731787B (en) | Preparation method of carboxyl silicone oil | |
| CN109824900A (en) | Deep silicone oil of the amino modified increasing of one kind and preparation method thereof | |
| CN109162091A (en) | A method of super-hydrophobic antibiotic fabric is prepared based on quaternized silica | |
| CN109778335A (en) | A kind of modified polypropylene fiber and preparation method | |
| CN105367802A (en) | Polyether modified phenyl hydrogen-containing silicone oil and preparation method thereof | |
| CN105544221A (en) | Super-hydrophobic fabric and constructing method thereof | |
| CN104262639A (en) | Preparation method of super-hydrophobic crosslinked polysiloxane-polysilsesquioxane nanosphere hybrid material | |
| CN111518130B (en) | Symmetrical long-chain siloxane sulfonic surfactant and preparation method and application thereof | |
| CN106750324A (en) | A kind of poly- quaternary ammonium polyethers dimethyl silicone polymer and preparation method thereof and hand feel finishing agent | |
| CN106188124B (en) | The preparation method of novel ester organosilicon quaternary ammonium salt | |
| CN109173922B (en) | Sulfonate type fluorosilicon anionic surfactant and preparation method thereof | |
| CN104892922B (en) | A kind of Based On Hydroxy-terminated Polyepichlorohydrin and preparation method thereof | |
| CN110158307A (en) | A kind of preparation method of hydrophilic anti-UV fabric finishing agent | |
| CN110172831A (en) | A kind of hydrophilic afterfinish method of fabric | |
| CN113651961A (en) | Modified organosilicon waterproofing agent and preparation method thereof | |
| CN106349274A (en) | Organic silicon quaternary ammonium surfactant and preparation method thereof | |
| BR112014032773B1 (en) | processes and compositions for dyeing or finishing fibrous materials, solution and their use | |
| CN103865076B (en) | Hyperbranched type static inhibitor of a kind of quaternary ammonium salt and preparation method thereof | |
| CN112961192A (en) | Preparation method and application of platinum catalyst for high-stability hydrosilylation | |
| CN103351461B (en) | A kind of masked isocyanate modified polyether organosilicon and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20150408 Termination date: 20190125 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |