CN107857883A - A kind of phosphorous nitrogen and tool are into high molecular weight flame retardant of charcoal function and its preparation method and application - Google Patents
A kind of phosphorous nitrogen and tool are into high molecular weight flame retardant of charcoal function and its preparation method and application Download PDFInfo
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- CN107857883A CN107857883A CN201711174866.4A CN201711174866A CN107857883A CN 107857883 A CN107857883 A CN 107857883A CN 201711174866 A CN201711174866 A CN 201711174866A CN 107857883 A CN107857883 A CN 107857883A
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- 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
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
- C08G79/04—Phosphorus linked to oxygen or to oxygen and carbon
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
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- Chemical Kinetics & Catalysis (AREA)
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- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Fireproofing Substances (AREA)
Abstract
It is insoluble insoluble cross-linked polymer, shown in Crosslink structure such as following formula (I) the invention discloses a kind of phosphorous nitrogen and tool into the high molecular weight flame retardant of charcoal function.The present invention develop it is a kind of it is new integrate acid source, source of the gas and the high molecular weight flame retardant into charcoal function, the high molecular weight flame retardant has the characteristics that high good flame resistance, molecular weight, resistance to migration, nonhygroscopic, high temperature resistant, the mechanical property for not influenceing matrix material.Both it can be used alone, can also be cooperateed with phosphorus-nitrogen containing flame retardant, applied in the materials such as nylon, polyester, polyurethane；
Description
Technical field
The present invention relates to the technical field of high molecular weight flame retardant, and in particular to a kind of phosphorous nitrogen and tool are into charcoal function
High molecular weight flame retardant and its preparation method and application.
Background technology
High polymer material has combustibility mostly, but in many application fields, fire-retardant requirement is proposed to material, such as
Electric appliance and electronic field, electric wire, furniture, building, automotive trim, textile etc., that is, require flammable inflammable high polymer material
Reach fire-retardant.Generally making flammable high polymer material fire-retardant is realized by adding fire retardant in the material.Traditionally, fire retardant with
Based on bromide fire retardant, but substantial amounts of research is found, after the flame retarded polymeric material added with bromide fire retardant meets fire burning,
Substantial amounts of dense smoke and noxious material can be produced, causes personnel to suffocate, causes secondary injury；In addition, the discarded object of these materials exists
When high temperature reclaims, the carcinogens such as bioxin are easily generated, cause environmental pollution.Therefore, for halogenated flame retardant the problem of, closely
Developing novel halogen-free flame-retardant agent over year turns into focus, a large amount of novel halogen-free flame-retardant agent occurs, and obtain in multiple application fields
Applications well.
Especially mostly important with phosphorus-nitrogen containing flame retardant in halogen-free flame retardants, this based flame retardant has high flame retarding efficiency, adds
Dosage is low, does not influence the mechanical property of base material.It is usual according to its fire retardant mechanism, phosphorus-nitrogen containing flame retardant in phosphorus-nitrogen containing flame retardant
Include three kinds of function ingredients：Acid source, carbon source and source of the gas.Acid source is typically used as the catalyst of high temperature dehydration, may be such that polymer
Fast dewatering is into charcoal, based on phosphorus-containing compound；Source of the gas compound is then that generation non-combustible gas, such as nitrogen can be decomposed in high temperature
Gas, ammonia, carbon dioxide etc., high-temperature decomposition reaction are typically the endothermic reaction, can reduce the temperature of comburant, are unfavorable for firing
Burn, secondly caused a large amount of non-combustible gas, can reduce oxygen concentration, while these gases can also allow matrix polymer to produce
Foaming effect, the foaming layer formed also have iris action, are unfavorable for the diffusion of burning, play fire-retardant effect, source of the gas
Compound is typically nitrogen-containing compound, melamine, MCA in such as compound in triazine class；Charcoal source is carbon forming agent, its act on be
Easy dehydration carbonization under high temperature, high temperature dehydration process are an endothermic processes, can lower the temperature of comburant, caused steam can
To dilute the concentration of oxygen, and the layer of charcoal formed is one layer of compacted zone, can play a part of heat-insulated oxygen barrier, avoids the hair of burning
Exhibition, typically polyol.These three components are typically that three kinds of materials mutually cooperate with, and according to flame retardant effect and matrix material
The difference of material, mutual ratio is adjusted, realizes highly effective flame-retardant.If the material for possessing these functions is separate, then should
When in high polymer material, it is desirable to which good is scattered, and these components are dispersed in matrix macromolecule material in proportion
In material, this proposes higher requirement to dispersing apparatus, based on this problem, also has substantial amounts of research to wish development set acid at present
The compound in source, source of the gas and carbon source one, realizes more efficient collaboration, avoids scattered inequality of the fire retardant in matrix material from drawing
The efficiency risen is low.
In addition, in phosphorous-nitrogen system bittern-free flame-retardant system, the gentle source compound development relative maturity of acid source is existing a large amount of commercial
Product is present, but still suffers from the problem of more for carbon-source cpd, and it is little that leeway may be selected.Carbon-source cpd is typically
Some polyols, such as pentaerythrite, bipentaerythrite etc., but the carbon-source cpd of these polyhydroxy has one most
The problem of big is exactly water-soluble.Water solubility can cause the flame retardance element moisture absorption, reduce the insulating properties of material, can be limited in electric electricity
The application of subdomains；Because most of macromolecule matrix materials are non-polar materials, the water solubility of flame retardance element can cause fire-retardant
On the one hand component migration precipitation influences outward appearance, on the other hand causes flame retardance element in the skewness of material to surface so that
Flame retardant effect is gradually reduced, and influences the lasting fire resistance of material；Some can be used as the high-molecular compound of carbon forming agent, such as hot
Plasticity petchem, due to the problem of compatibility be present with matrix material so that the mechanical properties decrease of material is very big and loses
Go application value；Polyol or low-molecular-weight polyhydroxylated compound also have that heat decomposition temperature is relatively low, because
This is unsuitable for applying in higher processing temperature base material, such as nylon, polyester.
Therefore, low aqueous solubility is resistant to elevated temperatures is even more important into charing compound, and is having phosphorus nitrogen into introducing in charing compound
Element so that fire retardant collects acid source, source of the gas and into charcoal function in a concertedness for knowing from experience raising phosphorus nitrogen halogen-free flame-retardant system, improves
Flame retarding efficiency, dosage is reduced, while the mechanical property of matrix material can not be influenceed again, reduced to material processing plant and technique
It is required that.
The content of the invention
The present invention is directed to the above mentioned problem faced of existing halogen-free flame-retardant system, develops a kind of new collection acid source, gas
Source and into charcoal function in one high molecular weight flame retardant.The high molecular weight flame retardant have good flame resistance, molecular weight it is high, it is resistance to migration,
Nonhygroscopic, high temperature resistant, the features such as mechanical property of matrix material is not influenceed.Both can be used alone, also can be with phosphorus-nitrogen containing flame retardant
Collaboration, applied in the materials such as nylon, polyester, polyurethane.
Concrete technical scheme is as follows：
A kind of phosphorous nitrogen and tool are insoluble insoluble cross-linked polymer, are crosslinked into the high molecular weight flame retardant of charcoal function
Shown in point structure such as following formula (I)：
Described phosphorous nitrogen and the preparation method of tool into the high molecular weight flame retardant of charcoal function are：
Using the trihydroxyethyl isocyanuric ester of equivalent and methylphosphonic acid as raw material, it is prepared after polycondensation reaction.
The preparation of described high molecular weight flame retardant be using containing trihydric compounds and binary acid as monomer, in the bar of equivalent
Polycondensation reaction occurs under part, forms the petchem with cross-linked structure, has into charcoal function；And due in molecular structure
In hydroxyl is not present, its water-soluble very little；Heat-curable compounds are used as simultaneously, there is the characteristics of not molten insoluble, in matrix material
In a kind of simply filler, do not influence the mechanical property of matrix material；It is gentle to have acid source concurrently containing phosphorus, nitrogen in molecule simultaneously
The function in source, further increases fire resistance.
The present invention will be elaborated below.
The present invention is for the purpose of the various defects for solving existing halogen-free flame-retardant system, and develops new fire retardant,
For this, inventor has made extensive and intensive studies.Existing carbon forming agent is all polyol, and with small molecule thing
Based on matter, although these materials have preferably into charcoal effect as carbon forming agent, but face water-soluble strong and low decomposition temperature lack
Point, it is limited in many fields.But from charcoal forming machine reason, carbon forming agent be unable to do without hydroxy compounds, in order to reduce the water-soluble of material
Property simultaneously improves decomposition temperature, naturally expects hydroxy esterification is reduced the amount of hydroxyl, and to improve with some carboxylated compounds
Heat decomposition temperature, then need to improve molecular weight, if forming thermoplastic high-molecular weight compounds, then can exist in application
In the consistency problem of matrix material, mechanical property is reduced.
Based on Such analysis, inventor propose using existing carbon forming agent polyhydroxy characteristic, there is polyfunctionality, by with
Esterification condensation occurs for acid, forms the heat-curable compounds with cross-linked structure, and the compound, which still has into charcoal, to be acted on, while ester
Change and cause the hydroxyl in molecular structure due to being esterified without hydrophily, and the heat-curable compounds of cross-linked structure have height
Decomposition temperature, the 3rd, the thermosetting polymer has infusible characteristic, application when in the absence of compatible with matrix material
Sex chromosome mosaicism, the mechanical property of material is not influenceed.
Can meet above-mentioned analysis molecular structure scheme have it is a variety of, such as polyol may be selected contain tetratomic season
Penta tetrol, the bipentaerythrite of hexahydroxy, triatomic trihydroxyethyl isocyanuric ester and binary acid condensation reaction, but at these
In polyol, due to containing nitrogen-atoms in trihydroxyethyl isocyanuric ester molecular structure, anti-flammability can be improved, therefore
Select trihydroxyethyl isocyanuric ester；And binary acid can select a variety of, including aromatic carboxylic acids, aliphatic carboxylic acid and binary organophosphor
Acid etc..And inventor has found by studying, phosphorus nitrogen is introduced in the molecular structure of fire retardant, polyester into charcoal except acting on
Outside, its phosphorous nitrogen of institute can turn into acid source and source of the gas, form the collaboration of intramolecular, it can be considered to phosphorous binary acid.
In addition, inventor also found that trihydroxyethyl isocyanuric ester is condensed with methylphosphonic acid, the thermosetting with cross-linked structure can be obtained
Polyester condensation thing, both contain phosphorus nitrogen in molecular structure, have into charcoal effect again, water-soluble low, heat decomposition temperature is high.
Described phosphorous nitrogen and tool are specially into the preparation method of the high molecular weight flame retardant of charcoal function：
(1) trihydroxyethyl isocyanuric ester and methylphosphonic acid of equivalent, under phase transfer catalyst effect, 150~
4~8h is reacted at 220 DEG C esterification prepolymer is made；
(2) vacuumize and be warming up to 260~280 DEG C, described esterification prepolymer obtains after condensation curing, then after crushed
To described phosphorous nitrogen and with the high molecular fire retardant carbon forming agent into charcoal function.
Trihydroxyethyl isocyanuric ester has three hydroxyls, belongs to trifunctional compound, and methylphosphonic acid belongs to binary acid,
Belong to two functional compounds, under equivalent, the thermosetting polyester condensation product with cross-linked structure can be formed.Condensation reaction point
2 steps are carried out, and first prepare polyester prepolyer at a lower temperature, then carry out condensation curing at high temperature, obtain described macromolecule
Fire retardant.
In the preparation process of step (1) prepolymer, in order to accelerate reaction speed, it is necessary to using phase transfer catalyst.Make
To be preferred, described phase transfer catalyst is selected from quaternary ammonium salt, such as TBAB.
Meanwhile also the water that esterification generates is drained in time.In order to prevent prepolymer from changing colour, reaction can be in nitrogen
Atmosphere is carried out.
In step (2), high-temperature polycondensation solidification is carried out to prepolymer, it is necessary to high vacuum, hot conditions.Preferably, take out true
Sky to vacuum is not higher than 50KPa.The reaction can be carried out in an oven, can also be used high-power with agitating function
Kneader.
It is block by the fire retardant obtained after condensation curing, in order to be added in matrix material, it is also necessary to carry out powder
Broken processing, using mechanical crushing equipment, control the average grain diameter D50 of fire retardant<5μm.
The high molecular weight flame retardant being prepared by the above method not only acts on good into charcoal, and in molecular structure
Containing phosphorus nitrogen, there is good flame retarding efficiency, simultaneously because have cross-linked structure, not hydroxyl in molecular structure is water-soluble
Low, heat decomposition temperature is high, can be applied to the fire-retardant of high polymer material.Especially apply in the matrix material with higher processing temperature
In material, such as nylon, polyester, polyurethane.
Preferably, the high molecular weight flame retardant can also compound with phosphorus-nitrogen containing flame retardant, such as organic hypophosphites, jointly should
In the materials such as nylon, polyester, polyurethane, good flame retardant effect is realized.
Further preferably, prepared using described high molecular weight flame retardant and the phosphorus-nitrogen containing flame retardant that may be optionally added as fire retardant
Flame retarded polymeric material, gross mass in terms of 100%, raw material composition include：
Described base material is selected from nylon, polyester or polyurethane；
Described phosphorus-nitrogen containing flame retardant is selected from diethyl hypo-aluminum orthophosphate.
Still further preferably, in described high molecular weight flame retardant, nitrogen content 10.4%, phosphorus content 11.5%.Through entering
The application test of one step is found, described high molecular weight flame retardant, is applied to after compounding individually or with phosphorus-nitrogen containing flame retardant above-mentioned several
In kind base material, splendid flame retardant effect can be obtained, UL94V0 (1.0mm) and VW-1 flame-retardant standard can be met respectively.
Compared with prior art, the invention has the advantages that：
The invention provides a kind of phosphorous nitrogen and with into charcoal function high molecular weight flame retardant, collection acid source, source of the gas and
Into charcoal function in one, excellent fireproof performance；Hydroxyl, water-soluble very little are not present in molecular structure；Have in molecular structure and hand over
It is coupled structure, decomposition temperature is high, and not molten insoluble, in the absence of the consistency problem with matrix material during application, does not influence material
Mechanical property.It can be used alone, can also be cooperateed with phosphorus-nitrogen containing flame retardant, applied in the materials such as nylon, polyester, polyurethane.
Embodiment
Embodiment 1
In 1L flask, 522 grams of (2 moles) trihydroxyethyl isocyanuric esters are added, leads to nitrogen protection, is heated to 150
DEG C cause trihydroxyethyl isocyanuric ester fusing, then add 2.7 grams of TBABs and 288g (3 moles) methylphosphonic acid,
Strong stirring mixture, heated within 6 hours from 150 DEG C and be raised to 210 DEG C, the water in course of reaction is discharged, and condense metering,
210 DEG C are incubated 1 hour, are cooled to 150 DEG C, and melt is discharged to a metal tray, and a kind of faint yellow hair is obtained after melt cooling
Crisp solids, for melting range from 100~120 DEG C, residual acid value is 7 milligrams of KOH/g.
Prepolymer is placed into vacuum drying oven together with pallet, vacuumized, vacuum keeps 50KPa, is heated to 270
DEG C, kept for 2 hours, complete solidification, cooling discharge.Crushing material to average grain diameter D50<5 microns stand-by.
Through analysis：
High molecular weight flame retardant manufactured in the present embodiment, phosphorus content are：10.5%, nitrogen content is：10.1% (phosphorus, nitrogen contain
Measure as actual measured value, the slightly below calculated value in specification), solubility<0.1%, 1% weightless decomposition temperature is 320
℃。
Unless otherwise instructed, the fire retardant in following embodiment is high molecular weight flame retardant manufactured in the present embodiment.
The fire retardant of embodiment 2 is applied in fiber glass reinforced PBT
By the formula table dispensing of table 1, each component is well mixed in high-speed mixer, well mixed material passed through double
Screw extruder extruding pelletization, prepare standard batten, test fire resistance, can reach UL 94V1 (1mm is thick).In constant temperature and humidity
Condition test migration precipitation situation, as a result shows non-migratory.
Embodiment 3 is with diethyl hypo-aluminum orthophosphate Application of composite in fiber glass reinforced PBT
By the formula table dispensing of table 1, each component is well mixed in high-speed mixer, well mixed material passed through double
Screw extruder extruding pelletization, prepare standard batten, test fire resistance, can reach UL 94V0 (1mm is thick).With diethyl
Aluminum phosphate compounds, and under less addition, can reach more preferable flame retardant rating, there is preferable concertedness.In constant temperature and humidity
Condition test migration precipitation situation, as a result shows non-migratory.
The fire retardant of embodiment 4 is applied in fiberglass reinforced PA 6,6
By the formula table dispensing of table 1, each component is well mixed in high-speed mixer, well mixed material passed through double
Screw extruder extruding pelletization, standard batten is prepared, test fire resistance.It can reach UL 94V2 (1mm is thick).In constant temperature and humidity
Condition test migration precipitation situation, as a result shows non-migratory.
Embodiment 5 is with diethyl hypo-aluminum orthophosphate Application of composite in fiberglass reinforced PA 6,6
By the formula table dispensing of table 1, each component is well mixed in high-speed mixer, well mixed material passed through double
Screw extruder extruding pelletization, standard batten is prepared, test fire resistance.It can reach UL 94V0 (1mm is thick).With diethyl
Aluminum phosphate compounds, and under less addition, can reach more preferable flame retardant rating, there is preferable concertedness.In constant temperature and humidity
Condition test migration precipitation situation, as a result shows non-migratory.
The fire retardant of embodiment 6 is applied in TPU cable materials
By the formula table dispensing of table 1, each component is well mixed in high-speed mixer, well mixed material passed through double
Screw extruder extruding pelletization, cable is prepared on cable apparatus, test fire resistance.It can reach VW-1, no molten drop.In constant temperature
Constant humidity condition test migration precipitation situation, as a result shows non-migratory.
Embodiment 7 is with diethyl hypo-aluminum orthophosphate Application of composite in TPU cable materials
By the formula table dispensing of table 1, each component is well mixed in high-speed mixer, well mixed material passed through double
Screw extruder extruding pelletization, cable is prepared on cable apparatus, test fire resistance.It can reach VW-1, no molten drop.With diethyl
Base hypo-aluminum orthophosphate compounds, and under less addition, can reach identical flame retardant effect, show preferable concertedness.In perseverance
Constant temperature and humidity condition test migration precipitation situation, as a result shows non-migratory.
Table 1
Claims (10)
1. a kind of phosphorous nitrogen and tool are into the high molecular weight flame retardant of charcoal function, it is characterised in that poly- for insoluble insoluble crosslinking
Compound, shown in Crosslink structure such as following formula (I)：
2. phosphorous nitrogen according to claim 1 and tool into charcoal function high molecular weight flame retardant, it is characterised in that nitrogen contains
Amount 10.4%, phosphorus content 11.5%.
3. a kind of phosphorous nitrogen according to claim 1 or 2 and tool into charcoal function high molecular weight flame retardant preparation side
Method, it is characterised in that using the trihydroxyethyl isocyanuric ester of equivalent and methylphosphonic acid as raw material, be prepared into after polycondensation reaction
Arrive.
4. into the preparation method of the high molecular weight flame retardant of charcoal function, it is special for phosphorous nitrogen according to claim 3 and tool
Sign is, is specially：
(1) trihydroxyethyl isocyanuric ester and methylphosphonic acid of equivalent, under phase transfer catalyst effect, at 150~220 DEG C
Esterification prepolymer is made in 4~8h of lower reaction；
(2) vacuumize and be warming up to 260~280 DEG C, described esterification prepolymer is through condensation curing, then obtains after crushed described
Phosphorous nitrogen and tool into charcoal function high molecular weight flame retardant.
5. into the preparation method of the high molecular weight flame retardant of charcoal function, it is special for phosphorous nitrogen according to claim 4 and tool
Sign is, in step (1), described phase transfer catalyst is selected from quaternary ammonium salt.
6. into the preparation method of the high molecular weight flame retardant of charcoal function, it is special for phosphorous nitrogen according to claim 4 and tool
Sign is, in step (2), is evacuated to vacuum and is not higher than 50KPa.
7. into the preparation method of the high molecular weight flame retardant of charcoal function, it is special for phosphorous nitrogen according to claim 4 and tool
Sign is, in step (2), is crushed to average grain diameter D50<5μm.
8. a kind of phosphorous nitrogen according to claim 1 or 2 and tool into charcoal function high molecular weight flame retardant in macromolecule
Material it is fire-retardant in application.
9. application according to claim 8, it is characterised in that described high polymer material is selected from polyester, nylon, polyurethane
At least one of.
10. application according to claim 9, it is characterised in that the high score of described phosphorous nitrogen and tool into charcoal function
Sub- fire retardant is with phosphorus-nitrogen containing flame retardant composite usage in described high polymer material.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711174866.4A CN107857883B (en) | 2017-11-22 | 2017-11-22 | Phosphorus-nitrogen-containing high-molecular flame retardant with char-forming function and preparation method and application thereof |
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| CN201711174866.4A CN107857883B (en) | 2017-11-22 | 2017-11-22 | Phosphorus-nitrogen-containing high-molecular flame retardant with char-forming function and preparation method and application thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114015060A (en) * | 2021-12-07 | 2022-02-08 | 什邡市长丰化工有限公司 | Ammonium polyphosphate flame retardant, and preparation method and application thereof |
| CN116397438A (en) * | 2023-03-14 | 2023-07-07 | 苏州大学 | Durable flame-retardant polyester/cotton blended fabric and preparation method thereof |
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| CN105175735A (en) * | 2015-07-24 | 2015-12-23 | 常州大学 | Branched phosphorus-nitrogen type flame retardant and preparation method therefor |
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| CN105175735A (en) * | 2015-07-24 | 2015-12-23 | 常州大学 | Branched phosphorus-nitrogen type flame retardant and preparation method therefor |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114015060A (en) * | 2021-12-07 | 2022-02-08 | 什邡市长丰化工有限公司 | Ammonium polyphosphate flame retardant, and preparation method and application thereof |
| CN114015060B (en) * | 2021-12-07 | 2022-11-22 | 什邡市长丰化工有限公司 | Ammonium polyphosphate flame retardant, and preparation method and application thereof |
| CN116397438A (en) * | 2023-03-14 | 2023-07-07 | 苏州大学 | Durable flame-retardant polyester/cotton blended fabric and preparation method thereof |
| CN116397438B (en) * | 2023-03-14 | 2024-03-15 | 苏州大学 | Durable flame-retardant polyester/cotton blended fabric and preparation method thereof |
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