CN109651430A - Three-functionality-degree phosphate polyalcohol and its preparation method and application - Google Patents
Three-functionality-degree phosphate polyalcohol and its preparation method and application Download PDFInfo
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- CN109651430A CN109651430A CN201811562464.6A CN201811562464A CN109651430A CN 109651430 A CN109651430 A CN 109651430A CN 201811562464 A CN201811562464 A CN 201811562464A CN 109651430 A CN109651430 A CN 109651430A
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- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 35
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title claims abstract description 33
- 239000010452 phosphate Substances 0.000 title claims abstract description 33
- 150000005846 sugar alcohols Polymers 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 239000007788 liquid Substances 0.000 claims abstract description 6
- 229920002635 polyurethane Polymers 0.000 claims abstract description 6
- 239000004814 polyurethane Substances 0.000 claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 15
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 14
- 239000007795 chemical reaction product Substances 0.000 claims description 11
- 239000007787 solid Substances 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002585 base Substances 0.000 claims description 8
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 7
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical group [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 235000019441 ethanol Nutrition 0.000 claims description 6
- 239000000706 filtrate Substances 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
- 238000010790 dilution Methods 0.000 claims description 5
- 239000012895 dilution Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 230000018044 dehydration Effects 0.000 claims description 4
- 238000006297 dehydration reaction Methods 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 239000007789 gas Substances 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000009413 insulation Methods 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 238000013019 agitation Methods 0.000 claims description 2
- 229910052786 argon Inorganic materials 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 230000005484 gravity Effects 0.000 claims description 2
- 239000001307 helium Substances 0.000 claims description 2
- 229910052734 helium Inorganic materials 0.000 claims description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 239000003063 flame retardant Substances 0.000 abstract description 16
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 abstract description 12
- 239000012948 isocyanate Substances 0.000 abstract description 6
- 150000002513 isocyanates Chemical class 0.000 abstract description 6
- 235000021317 phosphate Nutrition 0.000 description 24
- 229920005830 Polyurethane Foam Polymers 0.000 description 18
- 239000011496 polyurethane foam Substances 0.000 description 18
- 239000000243 solution Substances 0.000 description 5
- 238000013508 migration Methods 0.000 description 4
- 230000005012 migration Effects 0.000 description 4
- HHDUMDVQUCBCEY-UHFFFAOYSA-N 4-[10,15,20-tris(4-carboxyphenyl)-21,23-dihydroporphyrin-5-yl]benzoic acid Chemical compound OC(=O)c1ccc(cc1)-c1c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc([nH]2)c(-c2ccc(cc2)C(O)=O)c2ccc(n2)c(-c2ccc(cc2)C(O)=O)c2ccc1[nH]2 HHDUMDVQUCBCEY-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 229950004200 dofosfate Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- KVMPUXDNESXNOH-UHFFFAOYSA-N tris(1-chloropropan-2-yl) phosphate Chemical compound ClCC(C)OP(=O)(OC(C)CCl)OC(C)CCl KVMPUXDNESXNOH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3878—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus
- C08G18/3882—Low-molecular-weight compounds having heteroatoms other than oxygen having phosphorus having phosphorus bound to oxygen only
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The present invention relates to a kind of three-functionality-degree phosphate polyalcohol and its preparation method and application, mainly solving phosphate flame retardant in the prior art cannot react while having flame retardant property with isocyanates, and be liquid the technical issues of.The present invention is by using a kind of new three-functionality-degree phosphate polyalcohol fire retardant, general structure are as follows:
Description
Technical field
The present invention relates to a kind of three-functionality-degree phosphate polyalcohols and its preparation method and application.
Background technique
In polyurethane industries among others, since the pretty good fire retardant of many flame retardant effects currently on the market does not all have hydroxyl or ammonia
These groups that can react with isocyanates of base, apply in polyurethane foam, can passage at any time, this based flame retardant occurs
Migration is even failed.Three (2- chloro isopropyl) phosphates (TCPP) etc. are as additive flame retardant in plastics, tree in the prior art
The polymeric material fields such as rouge, which especially have in polyurethane foam, to be extremely widely applied, because of its preferable flame retardant property,
Become the based flame retardant that polyurethane application field is reluctant to give up, but additive flame retardant is in polyurethane foam, meeting
As time goes by which migration failure occur.
Chinese patent CN201510517020.0 is related to a kind of preparation method of three-(2- chloro isopropyl) phosphates, its benefit
It is prepared with the propylene oxide Jing Guo dehydration with phosphorus oxychloride reaction, the low TCPP ether impurity of one kind involved in the invention
The preparation method of the TCPP of content and high product yield fire retardant was added in polyurethane foam in the invention, with the time
Passage, additive flame retardant TCPP occur to migrate and fail in polyurethane foam.
Summary of the invention
The first technical problem to be solved by the present invention is that phosphate flame retardant cannot have anti-flammability in the prior art
Can while react with isocyanates, and the technical issues of be not liquid, it is more to provide the new three-functionality-degree phosphate of one kind
First alcohol.The three-functionality-degree phosphate polyalcohol is liquid, and can react with isocyanates while has excellent resistance
Fire performance.The second technical problem to be solved by the present invention is to provide the corresponding trifunctional of one of one kind and solution technical problem
The preparation method of dofosfate polyalcohol.The third technical problem to be solved by the present invention is to provide a kind of and solution technical problem
One of corresponding three-functionality-degree phosphate polyalcohol purposes.
One of to solve above-mentioned technical problem, The technical solution adopted by the invention is as follows: a kind of three-functionality-degree phosphate is more
First alcohol, general structure are as follows:
Wherein m be 1~3, wherein three-functionality-degree phosphate polyalcohol acid value be 0.0~1.0mgKOH/g, hydroxyl value be 300~
500mgKOH/g, viscosity be 400~15000mPaS (25 DEG C), (20/25 DEG C) of specific gravity be 1.3~1.5, appearance be it is colourless extremely
Light yellow transparent liquid is slightly soluble in water at 20 DEG C.
To solve above-mentioned technical problem two, The technical solution adopted by the invention is as follows: a kind of three-functionality-degree phosphate is more
The preparation method of first alcohol, comprising the following steps:
A) it ring-opening polymerization: under the protection of the gas inert with reactant, is stirred in raw material epoxychloropropane
The phosphoric acid that mass concentration is more than or equal to 80% is added dropwise, the dropwise reaction time is 30~50 minutes, after dropwise reaction, and heat preservation is anti-
It answers 1~2 hour, obtains reaction product I；
B) solid alkali neutralization: in reaction product I, dilution dilution agent is added, adjusts PH to 6.5~7.5 with solid base, obtains
To reaction product II；
C) filtering distillation: reaction product II is filtered to remove solid base and inorganic salts, collects filtrate；By the solvent in filtrate
Distillation, dehydration terminate, and being made has three-functionality-degree phosphate polyalcohol.
In above-mentioned technical proposal, it is preferable that the molar ratio of epoxychloropropane and phosphoric acid is 1:3~10 in step a), is kept
Reaction temperature is 40~80 DEG C, and mixing speed is 80~120 revs/min, passes through circulating water during the reaction；Step b)
Middle reaction temperature is 10~50 DEG C, and speed of agitator is 80~120 revs/min；Vapo(u)rizing temperature is 70~95 DEG C in step c), vacuum
Degree is -0.095~-0.1MPa.
In above-mentioned technical proposal, it is preferable that the inert gas of reaction is in nitrogen, helium or argon gas in step a)
It is at least one；The mass concentration of phosphoric acid is 85~90%；Diluent in step b) is selected from methanol, ethyl alcohol, acetone or tetrahydro furan
At least one of mutter；Solid base is selected from least one of sodium carbonate, sodium bicarbonate or potassium carbonate.
To solve above-mentioned technical problem three, The technical solution adopted by the invention is as follows: three-functionality-degree phosphate polyalcohol
It is applied in polyurethane foamed material.
In the present invention, three-functionality-degree phosphate polyalcohol can react with isocyanates, in polyurethane molecular chain extension
While with polymerization, so that polyurethane foam has excellent flame retardant property, three-functionality-degree phosphate polyalcohol and isocyanates
It reacts, as reactive flame retardant in polyurethane foam, migration failure will not occur as time goes by, use
It is 23% that the polyurethane foam that the three-functionality-degree phosphate polyalcohol foaming prepared in the present invention is prepared, which tests its oxygen index (OI),
Polyurethane foam place December after test foam oxygen index (OI) be still 23%；The three-functionality-degree phosphate prepared in the present invention is more
First alcohol is liquid, and acid value 0.49mgKOH/g, hydroxyl value 464mgKOH/g, viscosity is 411mPa.S/25 DEG C, to achieve
Preferable technical effect.
The present invention will be further described below by way of examples, but is not limited only to the present embodiment.
Specific embodiment
| Material name | Molecular weight (g/mol) | Manufacturer |
| Phosphoric acid | 97.99 | Sinopharm Chemical Reagent Co., Ltd. |
| Epoxychloropropane | 92.52 | Sinopharm Chemical Reagent Co., Ltd. |
Embodiment 1
1) ring-opening polymerization: under the protection of nitrogen gas, the agitation and dropping mass concentration in raw material epoxychloropropane
For 85% phosphoric acid, drip reacting temperature is 40 DEG C, and the dropwise reaction time is 40 minutes, and speed of agitator is 80 revs/min, is added dropwise
After reaction, insulation reaction 2 hours, insulation reaction temperature are 60 DEG C, obtain reaction product I；
2) solid alkali neutralization: in reaction product I, being added methanol dilution, adjusts PH to 7 with sodium carbonate, reaction temperature is
40 DEG C, being kept stirring revolving speed is 80 revs/min, obtains reaction product II；
3) filtering distillation: reaction product II is filtered to remove solid base and inorganic salts, collects filtrate；By the solvent in filtrate
When distilling out to water content less than 0.5% (weight percent), wherein vapo(u)rizing temperature is 80 DEG C, vacuum degree are as follows: -0.095Mpa,
Dehydration terminates, and three-functionality-degree phosphate polyalcohol is made.Product index such as 2 institute of table of three-functionality-degree phosphate polyalcohol is made
Show.
Embodiment 2~5
Embodiment 2 to embodiment 5 experiment according to embodiment 1 each step carry out, be uniquely distinguished as solvent type,
Molar ratio and reaction time and temperature difference, are shown in Table 1.
The molar ratio of 1 each component into embodiment 5 of embodiment 1 of table
2 three-functionality-degree phosphate polyalcohol product index of table
The typical free-rise slabstock polyurethane foam formula of table 3
| Raw material | It is formulated 1 (parts by weight) |
| 4110A (Jurong Ningwu new material limited liability company) | 60 |
| Three-functionality-degree phosphate polyalcohol | 21.5 |
| H2O | 0.7 |
| AK8805 | 1.5 |
| PC8 | 0.8 |
| K15 | 0.5 |
| M20S | 100 |
Table 3 lists typical free-rise slabstock polyurethane foam formula, and embodiment 1 to embodiment 5 is prepared into
The three-functionality-degree phosphate polyalcohol arrived foams according to formula 1 and prepares polyurethane foam, and the physical property of polyurethane foam is made
It is shown in Table 5.
Comparative example 1
Polyurethane foam is prepared according to free-rise slabstock polyurethane foam formula typical in table 4, it is therein unique
Difference is to change three-functionality-degree phosphate polyalcohol into fire retardantTCPP。
The typical free-rise slabstock polyurethane foam formula of table 4
Table 5 foams according to formula 1 prepares the physical property of polyurethane foam
From table 4, it can be seen that placing 12 containing the polyurethane foam that three-functionality-degree phosphate polyalcohol is prepared
After month, there is no migrations for flame retardant property.
Claims (5)
1. a kind of three-functionality-degree phosphate polyalcohol, general structure are as follows:
Wherein m be 1~3, wherein three-functionality-degree phosphate polyalcohol acid value be 0.0~1.0mgKOH/g, hydroxyl value be 300~
500mgKOH/g, viscosity be 400~15000mPaS (25 DEG C), (20/25 DEG C) of specific gravity be 1.3~1.5, appearance be it is colourless extremely
Light yellow transparent liquid is slightly soluble in water at 20 DEG C.
2. the preparation method of three-functionality-degree phosphate polyalcohol according to claim 1, comprising the following steps:
A) ring-opening polymerization: under the protection of the gas inert with reactant, the agitation and dropping in raw material epoxychloropropane
Mass concentration is more than or equal to 80% phosphoric acid, and the dropwise reaction time is 30~50 minutes, after dropwise reaction, insulation reaction 1
~2 hours, obtain reaction product I；
B) solid alkali neutralization: in reaction product I, dilution dilution agent is added, adjusts PH to 6.5~7.5 with solid base, obtains anti-
Answer product II；
C) filtering distillation: reaction product II is filtered to remove solid base and inorganic salts, collects filtrate；Solvent in filtrate is steamed
It evaporates, dehydration terminates, and being made has three-functionality-degree phosphate polyalcohol.
3. the preparation method of three-functionality-degree phosphate polyalcohol according to claim 2, it is characterised in that phosphorus in step a)
The molar ratio of acid and epoxychloropropane is 1:3~10, and keeping reaction temperature is 40~80 DEG C, and mixing speed is 80~120 revs/min
Clock passes through circulating water during the reaction；In step b) reaction temperature be 10~50 DEG C, speed of agitator be 80~120 turns/
Minute；Vapo(u)rizing temperature is 70~95 DEG C in step c), and vacuum degree is -0.095~-0.1MPa.
4. the preparation method of three-functionality-degree phosphate polyalcohol according to claim 2, it is characterised in that anti-in step a)
Inert gas is answered to be selected from least one of nitrogen, helium or argon gas；The mass concentration of phosphoric acid is 85~90%；Step b)
In diluent be selected from least one of methanol, ethyl alcohol, acetone or tetrahydrofuran；Solid base is selected from sodium carbonate, sodium bicarbonate
Or at least one of potassium carbonate.
5. three-functionality-degree phosphate polyalcohol described in claim 1 is applied in polyurethane foamed material.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811562464.6A CN109651430A (en) | 2018-12-20 | 2018-12-20 | Three-functionality-degree phosphate polyalcohol and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811562464.6A CN109651430A (en) | 2018-12-20 | 2018-12-20 | Three-functionality-degree phosphate polyalcohol and its preparation method and application |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109651430A true CN109651430A (en) | 2019-04-19 |
Family
ID=66115218
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811562464.6A Pending CN109651430A (en) | 2018-12-20 | 2018-12-20 | Three-functionality-degree phosphate polyalcohol and its preparation method and application |
Country Status (1)
| Country | Link |
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| CN (1) | CN109651430A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3375305A (en) * | 1964-09-25 | 1968-03-26 | Wyandotte Chemicals Corp | Process for self-transesterification of phosphate polyols |
| US3419642A (en) * | 1962-05-31 | 1968-12-31 | Union Carbide Corp | Esters of phosphorus-containing acid, halogenated epoxide, and dicarboxylic acid |
| DD148274A1 (en) * | 1979-12-03 | 1981-05-13 | Hans Schwarz | METHOD FOR INCREASINGLY INCREASING CREEPING STREAM AND FLAME RESISTANCE |
| CN102304146A (en) * | 2011-05-18 | 2012-01-04 | 杨彦威 | Phosphate with trihydroxy structure and preparation method for phosphate |
| CN105175736A (en) * | 2015-09-09 | 2015-12-23 | 济南大学 | Preparation method and application of low-ployphosphate ester polyhydric alcohol |
-
2018
- 2018-12-20 CN CN201811562464.6A patent/CN109651430A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3419642A (en) * | 1962-05-31 | 1968-12-31 | Union Carbide Corp | Esters of phosphorus-containing acid, halogenated epoxide, and dicarboxylic acid |
| US3375305A (en) * | 1964-09-25 | 1968-03-26 | Wyandotte Chemicals Corp | Process for self-transesterification of phosphate polyols |
| DD148274A1 (en) * | 1979-12-03 | 1981-05-13 | Hans Schwarz | METHOD FOR INCREASINGLY INCREASING CREEPING STREAM AND FLAME RESISTANCE |
| CN102304146A (en) * | 2011-05-18 | 2012-01-04 | 杨彦威 | Phosphate with trihydroxy structure and preparation method for phosphate |
| CN105175736A (en) * | 2015-09-09 | 2015-12-23 | 济南大学 | Preparation method and application of low-ployphosphate ester polyhydric alcohol |
Non-Patent Citations (2)
| Title |
|---|
| 罗晓民等: "《皮革理化分析》", 30 September 2013, 中国轻工业出版社 * |
| 郭金全等: "氯羟丙基磷酸酯对软质聚氨酯泡沫阻燃机理的研究", 《高分子材料科学与工程》 * |
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