CN108342789A - A kind of uvioresistant auxiliary agent for uvioresistant fiber fabric - Google Patents
A kind of uvioresistant auxiliary agent for uvioresistant fiber fabric Download PDFInfo
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- CN108342789A CN108342789A CN201810302705.7A CN201810302705A CN108342789A CN 108342789 A CN108342789 A CN 108342789A CN 201810302705 A CN201810302705 A CN 201810302705A CN 108342789 A CN108342789 A CN 108342789A
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- uvioresistant
- auxiliary agent
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- 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
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/92—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of polyesters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
- C07D249/20—Benzotriazoles with aryl radicals directly attached in position 2
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D1/00—Treatment of filament-forming or like material
- D01D1/02—Preparation of spinning solutions
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
-
- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
-
- 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
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
- D01F1/106—Radiation shielding agents, e.g. absorbing, reflecting agents
-
- 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
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/94—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of other polycondensation products
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Nanotechnology (AREA)
- Mechanical Engineering (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Artificial Filaments (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A kind of uvioresistant auxiliary agent of uvioresistant fiber fabric, it is characterised in that:Preparation method includes:By 140 ~ 150g 4 (methylamino) 2' methyl- benzene, 80 ~ 90g sodium bicarbonates, 192 ~ 200g ortho-xylenes and water are added in the reactor of a 500ml, and control temperature is at 60 80 DEG C, the hydrazine hydrate of 18 ~ 20g reducing agents is slowly added dropwise, dropwise addition will continue 30 minutes or more.
Description
The application is entitled a kind of uvioresistant fiber fabric application No. is 2016106651895, the applying date
For the divisional application of 20160814 application for a patent for invention.
Technical field
The present invention relates to textile technology fields, a kind of uvioresistant auxiliary agent more particularly to uvioresistant fiber fabric and
Preparation method.
Background technology
Ultra-violet absorber is a kind of light stabilizer, can absorb the ultraviolet part in sunlight and fluorescent light source, and in itself
It does not change again.Since, containing largely to the harmful ultraviolet light of colored objects, wavelength about 290-460 receives in sunray
Rice, these harmful ultraviolet lights pass through redox chemically(Redox reaction), color molecule is made finally to divide
Solution is faded.It prevents harmful ultraviolet light for the existing physics of the method for the destruction of color, also there is chemistry.Ultra-violet absorber
Should have the following conditions:1. ultraviolet light can consumingly be absorbed(Especially wavelength is 290-400nm);2. thermal stability is good, i.e.,
Make work in-process that will not change because of heat, hot volatility is small;3. chemical stability is good, do not occur not with material component in product
Profit reaction;4. compatibility is good, it may be uniformly dispersed in material, no blooming does not ooze out;5. the photochemical stable of absorbent itself
Property is good, does not decompose, non-discolouring;6. colourless, nontoxic, odorless;7. resistance to embathe;8. inexpensive, be easy to get;9. it is insoluble, or it is insoluble in water.Mesh
Preceding ideal ultra-violet absorber/light stabilizer is mostly Compositional type, especially with salicylic acid esters, benzophenone class, benzo
Triazole type, group-substituted acrylonitrile, triazines and hindered amines compound, and can obtain rationality more than any independent ultra-violet absorber
Effect.Ultra-violet absorber uses field:Polymer(Plastics etc.), coating(Automotive lacquer, building are covered with paint, lacquer, colour wash, etc.), off-set oil
Ink, the post-processing of dyeing/printing textile.With the development of modern industry revolution, ozone layer in atmosphere constantly by
It destroys.Ozone layer is the best umbrella of the earth, it can absorb most of ultraviolet light from the sun.However the section of recent two decades
It learns research and atmospheric seeing is found:Ozone layer above the Antarctic or even has generated an ozone hole always thinning.It is general ultraviolet
Line can be divided into shortwave(UVC:200~290nm), medium wave(UVB:290~320nm)And long wave(UVA:320~400nm).Result of study
Show that irradiating ultraviolet light in right amount is conducive to health, but the excessive ultraviolet light that receives can cause some damages.Wherein UVC passes through
The sad ozone layer apart from ground 25km is absorbed when air stratosphere, will not reach ground;It is most of true by skin in UVB
Skin absorbs, and promotes the accounting in Skin Cell or protein denaturation, and permanent radiation just will appear erythema, skin aging, when serious
It can cause cutaneum carcinoma;Though UVA energy is relatively low, deep to the penetrability ratio UVB of clothing and skin, the calmness of melanin can be caused,
Keep skin pitch-dark, long-term accumulation can still result in skin aging.Therefore, in the excessive area of ultraviolet light or season, there is UV resistance
The textile of line ability can protect the health of human body.Common uvioresistant fabrics are mostly that uvioresistant is added in afterfinish
Line auxiliary agent, the disadvantage is that repeatedly uvioresistant effect can be gradually lost after washing.
Invention content
The invention mainly solves the technical problem of providing a kind of preparation methods of uvioresistant fiber, can prepare and provide
Still repeatedly there is preferable anti-ultraviolet function after washing.
In order to solve the above technical problems, one aspect of the present invention is:
A kind of uvioresistant fiber fabric, it is characterised in that the uvioresistant auxiliary agent containing uvioresistant excellent effect in fiber,
Fiber is polyethylene terephthalate or polyurethane fiber.
A kind of preparation method of uvioresistant fiber, it is characterised in that:
Step 1:The preparation of UV resistant agent
By 140 ~ 150g 4- (methylamino) 2'- methyl- benzene, 80 ~ 90g sodium bicarbonates, 192 ~ 200g ortho-xylenes and water add
Enter into the reactor of a 500ml, hydrations of the 18.8g as reducing agent is slowly added dropwise at 60-80 DEG C in control temperature
Hydrazine, dropwise addition will continue 30 minutes or more.
After stirring 2 hours, reaction is completed, and is then analyzed with high performance liquid chromatography, the completion of first step reduction reaction
It can be confirmed by the disappearance of 4- (methylamino) 2'- methyl- benzene as starting material;Make to neutralize with sulfuric acid above-mentioned
After reaction product, the water layer of lower part is removed through separation, then remaining part is washed with water.
Then, 200 ~ 210g water and 30 ~ 50g calcium powders are added in reaction mixture, then controlled at 60-80 DEG C by
It is added dropwise to 45g hydrochloric acid, dropwise addition should continue 30 minutes or more, carry out second step reduction reaction;It has been reacted after being stirred to react 2 hours
At unreacted calcium powder is removed by filtration, is separated off the water layer of lower half portion.Removing product by using salt acid extraction has
Coloring matter in machine layer is added 300g ethyl alcohol and is crystallized to product, that washs consolidates after solution bleaching agent bleaching
Body substance and dry obtain the benzotriazole uvioresistant auxiliary agent of high-purity.
Step 2:
(1)In a solvent by polyethylene terephthalate or polyurethane dissolving, it is 0.02~0.5w to be made into weight percent
Solution, is then sufficiently stirred by the solution of t%, so that one preparation of the step of being completely dissolved, 0.01 ~ 0.5wt% is then added is anti-
Ultraviolet light auxiliary agent is added stabilizer, is stirred 30 ~ 40 minutes at 50 ~ 80 turns/min of rotating speed, forms preformed solution, the stabilization
The amount of agent for the uvioresistant amount of auxiliary being added 0.02 ~ 0.1wt%;Obtain synthesis Polymer Solution;(2)Prepare anti-purple
Outer line fiber:By step(1)The synthesis Polymer Solution of middle preparation is transferred in dry ice device, makes prepared synthesis macromolecule
Solution rapid cooling in dry ice environment, then transfers in low-temperature drier, is -30~-60 DEG C, vacuum degree in temperature
Under conditions of 20~400Pa, 36~47h of processing is carried out, uvioresistant fiber is obtained.The uvioresistant fiber of preparation is to receive
Rice fiber.
The step 2(2)Under conditions of preferably -40 DEG C of middle treatment temperature, vacuum degree are 60Pa, processing 38h is carried out.
The stabilizer is preferably polyethylene glycol.
The beneficial effects of the present invention are:
1. in the reduction process of conventional preparation uvioresistant auxiliary agent, using excessive zinc and alkali metal in water or low concentration wine
It is reacted in the presence of essence, so that needing to post-process a large amount of Zinc compounds, and neutralizes excessive alkali metal
Increase the cost of waste processing.In addition, in order to replace solvent, conventional method needs further crystallization, filtering and purification
Step, therefore product is caused to be lost in by filtrate.However, in the present invention, only using nonpolar solvent as reduction reaction
One solvent using the calcium powder and alkali metal of relatively small amount, and need not carry out intermediate product the volume of separation and purification process
Outer step, therefore using less amount of metallic reducing agent the uvioresistant of high yield can be prepared while improving business efficiency
Line auxiliary agent.
2. it is simple, easily controllable to prepare nanofiber operating process with dry ice cooling, of low cost;It can in high volume, even
It is continuous to prepare superfine high polymer nanometer fiber.
Specific implementation mode
Embodiment 1:
Step 1:The preparation of UV resistant agent
By 140g 4- (methylamino) 2'- methyl- benzene, 80g sodium bicarbonates, 192g ortho-xylenes and water are added to one
In the reactor of 500ml, at 60 DEG C the hydrazine hydrate of 18g reducing agents is slowly added dropwise, dropwise addition will continue 30 points in control temperature
It is more than clock.
After stirring 2 hours, reaction is completed, and is then analyzed with high performance liquid chromatography, the completion of first step reduction reaction
It can be confirmed by the disappearance of 4- (methylamino) 2'- methyl- benzene as starting material;Make to neutralize with sulfuric acid above-mentioned
After reaction product, the water layer of lower part is removed through separation, then remaining part is washed with water;
Then, 200g water and 30g calcium powders are added in reaction mixture, 45g hydrochloric acid then are added dropwise controlled at 60 DEG C,
Dropwise addition should continue 30 minutes or more, carry out second step reduction reaction;It reacts and completes after being stirred to react 3 hours, be removed by filtration
Unreacted calcium powder is separated off the water layer of lower half portion;Product dyed thereby in product organic layer is removed by using salt acid extraction
Matter is added 300g ethyl alcohol and is crystallized to product, the solid matter washed is simultaneously dried after solution bleaching agent bleaching
To the uvioresistant auxiliary agent of high-purity;
Step 2:
(1)In a solvent by polyethylene terephthalate or polyurethane dissolving, it is 0.02wt%'s to be made into weight percent
Then solution is sufficiently stirred by solution, so that one uvioresistant prepared of the step of being completely dissolved, 0.01wt% is then added helps
Agent is added stabilizer, is stirred 30 minutes at 50 turns/min of rotating speed, forms preformed solution, the amount of the stabilizer is is added
Uvioresistant amount of auxiliary 0.02wt% to get to spinning solution;(2)Prepare uvioresistant fiber:By step(1)Middle preparation
Spinning solution be transferred in dry ice device, make prepared synthesis Polymer Solution rapid cooling in dry ice environment, then
It is transferred in low-temperature drier, under conditions of temperature is -40 DEG C, vacuum degree is 60Pa, carries out processing 38h, obtain anti-purple
Outer line fiber.
Embodiment 2:
Step 1:The preparation of UV resistant agent
By 150g 4- (methylamino) 2'- methyl- benzene, 90g sodium bicarbonates, 200g ortho-xylenes and water are added to one
In the reactor of 500ml, at 80 DEG C the hydrazine hydrate of 20g reducing agents is slowly added dropwise, dropwise addition will continue 30 points in control temperature
It is more than clock.
After stirring 2 hours, reaction is completed, and is then analyzed with high performance liquid chromatography, the completion of first step reduction reaction
It can be confirmed by the disappearance of 4- (methylamino) 2'- methyl- benzene as starting material;Make to neutralize with sulfuric acid above-mentioned
After reaction product, the water layer of lower part is removed through separation, then remaining part is washed with water;
Then, 210g water and 50g calcium powders are added in reaction mixture, 60g hydrochloric acid then are added dropwise controlled at 80 DEG C,
Dropwise addition should continue 30 minutes or more, carry out second step reduction reaction;It reacts and completes after being stirred to react 5 hours, be removed by filtration
Unreacted calcium powder is separated off the water layer of lower half portion;Product dyed thereby in product organic layer is removed by using salt acid extraction
Matter is added 350g ethyl alcohol and is crystallized to product, the solid matter washed is simultaneously dried after solution bleaching agent bleaching
To the uvioresistant auxiliary agent of high-purity;
Step 2:
(1)In a solvent by polyethylene terephthalate or polyurethane dissolving, it is 0.5wt%'s to be made into weight percent
Then solution is sufficiently stirred by solution, so that one uvioresistant prepared of the step of being completely dissolved, 0.5wt% is then added helps
Agent is added stabilizer, is stirred 40 minutes at 80 turns/min of rotating speed, forms preformed solution, the amount of the stabilizer is is added
Uvioresistant amount of auxiliary 0.1wt% to get to spinning solution;(2)Prepare uvioresistant fiber:By step(1)Middle preparation
Spinning solution is transferred in dry ice device, is made prepared synthesis Polymer Solution rapid cooling in dry ice environment, is then turned
It moves on in low-temperature drier, under conditions of temperature is -60 DEG C, vacuum degree is 400Pa, carries out processing 47h, obtain uvioresistant
Line fiber.
Comparative example 1
Step 1:The method of uvioresistant auxiliary agent is prepared with embodiment 1
Step 2:(1)Synthesize the preparation of Polymer Solution:Macromolecule dissolution will be synthesized in a solvent, being made into weight percent is
Solution, is then sufficiently stirred by the solution of 0.001~0.1wt%, so that being completely dissolved to get to synthesis Polymer Solution, adds
Enter the uvioresistant auxiliary agent of 0.2wt% step 1 preparation.The synthesis macromolecule is polyurethane;(2)It is high that desivac prepares synthesis
Molecule nano fiber:By step(1)The synthesis Polymer Solution of middle preparation is transferred in liquid nitrogen frozen device, opens freezing dress
It sets, makes prepared synthesis Polymer Solution Quick freezing in liquid nitrogen environment, then turn the synthesis Polymer Solution freezed
It moves on in freeze drier, under conditions of temperature is -10~-80 DEG C, vacuum degree is 1~600Pa, carries out frozen dried 1
2~48h obtains synthesis high polymer nanometer fiber.
Comparative example 2
Step 1:The preparation of uvioresistant auxiliary agent
By 173g 2- nitro -4- chlorine-2-hydroxyl -3- tertiary butyl -5- methyl-s benzene (77.4%), 46g sodium hydroxides
(50%), hydroquinone, 207g makees the ortho-xylene of solvent and 104g water is added in the reactor of a 1000ml, control
Temperature is slowly added dropwise hydrazine hydrates (80%) of the 15.5g as reducing agent, continues 40 minutes or more at 70~96 DEG C.
After stirring 4 hours, reaction is completed, and is then analyzed with HPLC.The completion of first step reduction reaction can be from
2- nitro -4- chlorine-2-hydroxyl -3- tertiary butyl -5- methyl- benzene as raw material has disappeared, and generates 2- (2- hydroxyls
Base -3- tertiary butyl -5- aminomethyl phenyls) the chloro- 2 hydrogen-benzotriazole-N- oxides of -5- are confirmed.Use sulfuric acid neutralization reaction
After product, the water layer of lower part is removed through separation, then remaining part is washed with water.
Then, 207g water and 34g zinc powders (96%) are added in reaction mixture, then controlled at 60-80 DEG C, by
It is added dropwise to 63g sulfuric acid (95%) and continues 40 minutes or more, carry out second step reduction reaction.It has been reacted after being stirred to react 1 hour
At unreacted zinc powder being filtered to remove, by the water layer for being separated off lower half portion.It is extracted by using sulfuric acid and removes product
Coloring matter in organic layer is added 400g methanol and carries out crystallization treatment to product after solution bleaching agent bleaching.
Obtained solid matter is washed, the 2- (2- hydroxyl -3- tertiary butyl -5- benzene first of 86.6g high-purities is made after drying
Base) the chloro- 2 hydrogen-benzotriazole (theoretical yield 87%) of -5-, 3.4g (theoretical yield 3%) product in addition is derived from sulfuric acid
Extract and filtered fluid.
Step 2:With embodiment 2.
The fiber woven into fabric prepared for embodiment and comparative example carries out anti-ultraviolet property test.
UV protection factor UPF (Ultraviolet Protection Factor), also known as ultraviolet light shaded coefficient,
It is the ability for indicating fabric protective ultraviolet light.It is ultraviolet light to the average radiation amount of unshielded skin and will be after tested knit
Object blocks the ratio of rear amount of ultraviolet irradiation.
Ultraviolet light penetrance TAV:Finger has the ultraviolet radiation intensity penetrated when sample and ultraviolet radiation when no sample strong
The percentage of the ratio between degree.
Table 1
UPF | Ultraviolet light penetrance % | UPF after washing 20 times | Ultraviolet light penetrance % after washing 20 times | UPF after washing 100 times | Ultraviolet light penetrance % after washing 100 times | |
Embodiment 1 | 51 | 1.5 | 50 | 2 | 48 | 3 |
Embodiment 2 | 53 | 2 | 50 | 2.2 | 44 | 3.4 |
Comparative example 1 | 45 | 3 | 40 | 4 | 30 | 6 |
Comparative example 2 | 30 | 4 | 25 | 4.8 | 20 | 9 |
Claims (4)
1. a kind of uvioresistant auxiliary agent of uvioresistant fiber fabric, it is characterised in that:Preparation method includes:
By 140 ~ 150g 4- (methylamino) 2'- methyl- benzene, 80 ~ 90g sodium bicarbonates, 192 ~ 200g ortho-xylenes and water add
Entering into the reactor of a 500ml, the hydrazine hydrate of 18 ~ 20g reducing agents is slowly added dropwise at 60-80 DEG C in control temperature,
Dropwise addition will continue 30 minutes or more.
2. the uvioresistant auxiliary agent of uvioresistant fiber fabric as described in claim 1, it is characterised in that:After stirring 2 hours,
Reaction is completed, and is then analyzed with high performance liquid chromatography, the completion of first step reduction reaction can be by being used as starting material
The disappearance of 4- (methylamino) 2'- methyl- benzene be confirmed;Make after neutralizing with sulfuric acid above-mentioned reaction product, the water of lower part
Layer is removed through separation, then remaining part is washed with water.
3. the uvioresistant auxiliary agent of uvioresistant fiber fabric as described in claim 1, it is characterised in that:Then, by 200 ~
210g water and 30 ~ 50g calcium powders are added in reaction mixture, and 45 ~ 60g hydrochloric acid then is added dropwise controlled at 60-80 DEG C, drop
30 minutes or more should be continued by adding, and carry out second step reduction reaction;It reacts and completes after being stirred to react 3 ~ 5 hours, be removed by filtration
Unreacted calcium powder is separated off the water layer of lower half portion;Product dyed thereby in product organic layer is removed by using salt acid extraction
Matter is added 300 ~ 350g ethyl alcohol and is crystallized to product after solution bleaching agent bleaching, the solid matter washed and baking
The dry uvioresistant auxiliary agent for obtaining high-purity.
4. a kind of uvioresistant fiber fabric, it is characterised in that:It is helped containing the uvioresistant described in claim 1 in its fiber
Agent.
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CN201810302705.7A CN108342789A (en) | 2016-08-14 | 2016-08-14 | A kind of uvioresistant auxiliary agent for uvioresistant fiber fabric |
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CN201810302705.7A CN108342789A (en) | 2016-08-14 | 2016-08-14 | A kind of uvioresistant auxiliary agent for uvioresistant fiber fabric |
CN201610665189.5A CN106283257A (en) | 2016-08-14 | 2016-08-14 | A kind of uvioresistant fiber fabric |
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CN201810302705.7A Pending CN108342789A (en) | 2016-08-14 | 2016-08-14 | A kind of uvioresistant auxiliary agent for uvioresistant fiber fabric |
CN201810303465.2A Withdrawn CN108385200A (en) | 2016-08-14 | 2016-08-14 | A kind of preparation method of uvioresistant fiber |
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Title |
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郭振宇等: "苯并三唑类紫外线吸收剂合成技术研究进展", 《塑料助剂》 * |
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CN108385200A (en) | 2018-08-10 |
CN106283257A (en) | 2017-01-04 |
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