CN110396115A - The application of the fire retardant of six (4- methoxyphenethylamine base) rings, three phosphonitrile and preparation method - Google Patents
The application of the fire retardant of six (4- methoxyphenethylamine base) rings, three phosphonitrile and preparation method Download PDFInfo
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- CN110396115A CN110396115A CN201910323672.9A CN201910323672A CN110396115A CN 110396115 A CN110396115 A CN 110396115A CN 201910323672 A CN201910323672 A CN 201910323672A CN 110396115 A CN110396115 A CN 110396115A
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- methoxyphenethylamine
- phosphonitrile
- base
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- ring
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- LTPVSOCPYWDIFU-UHFFFAOYSA-N 4-methoxyphenylethylamine Chemical compound COC1=CC=C(CCN)C=C1 LTPVSOCPYWDIFU-UHFFFAOYSA-N 0.000 title claims abstract description 24
- ZSTLPJLUQNQBDQ-UHFFFAOYSA-N azanylidyne(dihydroxy)-$l^{5}-phosphane Chemical compound OP(O)#N ZSTLPJLUQNQBDQ-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 239000003063 flame retardant Substances 0.000 title abstract description 28
- 238000006243 chemical reaction Methods 0.000 claims abstract description 19
- FEGKXZFSOCPQJH-UHFFFAOYSA-N n-methoxy-2-phenylethanamine Chemical compound CONCCC1=CC=CC=C1 FEGKXZFSOCPQJH-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- 239000007787 solid Substances 0.000 claims description 12
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000000706 filtrate Substances 0.000 claims description 8
- 235000019441 ethanol Nutrition 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 5
- 239000011230 binding agent Substances 0.000 claims description 5
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
- XCJXQCUJXDUNDN-UHFFFAOYSA-N chlordene Chemical group C12C=CCC2C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl XCJXQCUJXDUNDN-UHFFFAOYSA-N 0.000 claims description 4
- 238000004587 chromatography analysis Methods 0.000 claims description 4
- 238000012544 monitoring process Methods 0.000 claims description 4
- 229910052698 phosphorus Inorganic materials 0.000 claims description 4
- 239000011574 phosphorus Substances 0.000 claims description 4
- 150000002825 nitriles Chemical class 0.000 claims 1
- 238000004080 punching Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 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 10
- 239000000654 additive Substances 0.000 abstract description 7
- 230000000996 additive effect Effects 0.000 abstract description 7
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical class CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 abstract description 5
- 230000000694 effects Effects 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 239000000463 material Substances 0.000 description 9
- HSNHZGKSAZOEPE-SOFGYWHQSA-N (e)-3-(4-hydroxy-3-methoxyphenyl)-1-piperidin-1-ylprop-2-en-1-one Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)N2CCCCC2)=C1 HSNHZGKSAZOEPE-SOFGYWHQSA-N 0.000 description 8
- 101100287622 Haloarcula marismortui (strain ATCC 43049 / DSM 3752 / JCM 8966 / VKM B-1809) katG2 gene Proteins 0.000 description 8
- 238000010792 warming Methods 0.000 description 8
- 229920000515 polycarbonate Polymers 0.000 description 7
- 239000004417 polycarbonate Substances 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 238000006073 displacement reaction Methods 0.000 description 4
- 239000011368 organic material Substances 0.000 description 4
- 230000007613 environmental effect Effects 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000004809 thin layer chromatography Methods 0.000 description 3
- YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical compound [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000012065 filter cake Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000779 smoke Substances 0.000 description 2
- PXFBZOLANLWPMH-UHFFFAOYSA-N 16-Epiaffinine Natural products C1C(C2=CC=CC=C2N2)=C2C(=O)CC2C(=CC)CN(C)C1C2CO PXFBZOLANLWPMH-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- 238000004679 31P NMR spectroscopy Methods 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 1
- XDMNVWYLTWJFPH-UHFFFAOYSA-N [N].[P].[P] Chemical compound [N].[P].[P] XDMNVWYLTWJFPH-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002977 biomimetic material Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000002341 toxic gas Substances 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
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
- C07F9/65812—Cyclic phosphazenes [P=N-]n, n>=3
- C07F9/65815—Cyclic phosphazenes [P=N-]n, n>=3 n = 3
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/5399—Phosphorus bound to nitrogen
-
- 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
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)
- Fireproofing Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The present invention discloses a kind of three phosphazene derivative of ring of base of methoxyphenethylamine containing 4-, and in particular to the preparation method and application of three phosphazene derivative of ring of the methoxyphenethylamine containing 4-, belongs to field of fire-proof technology.Make hexachlorocyclotriph,sphazene and 4- methoxyphenethylamine that nucleophilic substitution occur under alkaline condition, filtering later, concentration, washing etc. obtain six (4- methoxyphenethylamine base) rings, three phosphonitrile.Reaction condition of the present invention is mild, easily controllable, reproducible, and compound obtained has good flame retardation effect, and fire-retardant additive amount can reach good flame retardant effect less, while heating is not easily decomposed.It can be used as a kind of good fire retardant use.
Description
Technical field
The invention belongs to a kind of novel nitrogen phosphorus system additive flame retardant technical fields.It is related to a kind of containing to methoxybenzene second
Three phosphazene derivative of ring of amine and preparation method thereof, and be applied to and prepare textile and coating, polyester material and special type
The multifunction finishing agent or additive of engineering plastics and biomimetic material etc..
Background technique
China is organic material produce big country and using big country, people caused by the fire caused every year by organic material burning
Body property loss is serious, and most of organic material is heated or easily discharges a large amount of toxic gases when burning, and is not appropriate for as more
The food packaging of secondary heating and biological affinitive material use, and are less useful for fire incident people from scene caused of burning because of organic material
Member's escape.All the time, it all pays much attention to open the research of the flame retardant type biology affinitive material of Environmental Safety and product both at home and abroad
Hair, expensive high-end fire retardant only a small amount of at present can be applied in advanced bio affinity type material, in view of it
Fancy price and function restriction are not widely applied.Therefore to having environmental protection, safety is nontoxic, efficient biology affinity type function
The research and development of energy fire retardant, is still one of the important research direction of current fire retardant.
Currently, fire retardant used in China mainly includes halogen system and phosphorus system, wherein phosphorus flame retardant have it is fire-retardant, heat-insulated,
Oxygen-impermeable function, and generation smoke is few, also is not easy to form toxic and harmful gas, adapts to various environmental requirements.Phosphonitrile class is fire-retardant
Agent is a kind of phosphonium flame retardant that flame retardant effect is excellent, due to high-content phosphorus nitrogen and have excellent flame retardant property, by right
The modification of the active site of phosphorus on its phosphonitrile monomer can be transformed into the officials such as a variety of hydroxyls, amino, halogen and charcoal carbonyl
The phosphonitrile fire-retardant agent that can be rolled into a ball, and it is widely used in the material of various different performances.Phosphonitrile fire-retardant agent does not need generally
Other auxiliary flame retardants are added, meanwhile, thermal stability is good, and nontoxic, smoke amount is small, has self-extinguishment, is acknowledged as hindering from now on
Fire one of the developing direction of agent.
There are many phosphonitrile fire-retardant agent type, and due to its cheap price, good material is affine performance and it is flexible
Application method, application field are also quite extensive.Its kind has water-soluble and oil-soluble, is suitable for a variety of occasions and uses, both may be used
It to be used for a variety of natural fibers such as cotton, fiber crops, silk, and can be applied to the synthetic materials such as polyester, aeronautical material can also be applied to.
However it is applied to organic synthesis material, biological affinitive material, while having heating nontoxic, the safety of characteristics such as it is not easily decomposed
There is not been reported for fire retardant.
Summary of the invention
To overcome the shortcomings of the prior art, the main object of the present invention is to provide a kind of phosphorus phosphorus-nitrogen coordinated fire-retardant agent,
By reacting three phosphonitrile of ring with to methoxyphenethylamine, a kind of three phosphazene derivative of ring containing to methoxyphenethylamine is made,
It is with good flame retardant property.
The purpose of the present invention is what is be achieved through the following technical solutions.
It is basic that a kind of three phosphazene derivative fire retardant of ring containing to methoxyphenethylamine of the invention, which is with three phosphonitrile of ring,
Skeleton replaces six chlorine atoms to form hub-and-spoke configuration methoxyphenethylamine, and specific structure is as follows:
The present invention uses following specific technical solution:
A kind of three phosphonitrile preparation method of high-purity six (4- methoxyphenethylamine base) ring, to methoxyphenethylamine and chlordene ring
The reaction step of three phosphonitriles is as follows: hexachlorocyclotriph,sphazene heats in THF/MCB/DMF solvent with to methoxyphenethylamine
Reaction, using triethylamine, sodium hydroxide, potassium carbonate etc. as acid binding agent, reacts at 65-70 DEG C, thin-layered chromatography monitoring reaction,
Hexachlorocyclotriph,sphazene and be 1:6-10 to the molar ratio of methoxyphenethylamine, the molar ratio of hexachlorocyclotriph,sphazene and acid binding agent is
1:6~12；After reaction, it is filtered with Buchner funnel, solvent for use rinses filter cake, and filtrate is concentrated under vacuum conditions, is used in combination
Water, ethyl alcohol, n-hexane washing, finally yellow solid is precipitated to obtain in crystallization in n-hexane.
Reaction condition: temperature is at 40-100 DEG C, solvent THF/MCB/DMF.
Preparation method used comprises the following specific steps that:
A. acid binding agent triethylamine, sodium hydroxide, potassium carbonate are dissolved in THF/MCB/DMF, after it is completely dissolved, slowly
It is added dropwise to methoxyphenethylamine, is warming up to 40-100 DEG C of reaction, thin-layered chromatography monitors reaction end.
Hexachlorocyclotriph,sphazene and be 1:6-10 to the molar ratio of methoxyphenethylamine, hexachlorocyclotriph,sphazene and acid binding agent rub
You are than being 1:6~12.
B. reaction temperature is down to room temperature, adds appropriate solvent during this period.
C. it filters, is filtered with Buchner funnel, THF/MCB/DMF elutes filter cake, obtains filtrate.
D. it is concentrated, filtrate is concentrated to get to stickiness yellow solid under vacuum conditions.
E. it washs, is successively washed with water, ethyl alcohol, n-hexane, finally crystallization/column chromatographs to obtain finished product Huang in n-hexane
Color solid.
Reaction equation of the invention is as follows:
Detailed description of the invention
Fig. 1 is six (4- methoxyphenethylamine base) rings, three phosphonitrile1HNMR；
Fig. 2 is the 31P-NMR of six (4- methoxyphenethylamine base) rings, three phosphonitrile；
Fig. 3 is the infrared spectroscopy of six (4- methoxyphenethylamine base) rings, three phosphonitrile；
Fig. 4 is the thermogravimetic analysis (TGA) of six (4- methoxyphenethylamine base) rings, three phosphonitrile.
Specific embodiment
The invention will be further elaborated With reference to embodiment:
Embodiment 1:
A dry 500ml three-necked bottle is taken, three times with nitrogen displacement, potassium carbonate 12.3g is added thereto, stirring is added
THF 100ml is slowly added dropwise the 50ml THF solution dissolved with 27g to methoxyphenethylamine, 45 DEG C is warming up to after being added dropwise, In
The 50ml THF solution of 40-50 DEG C of dropwise addition 10g hexachlorocyclotriph,sphazene is warming up to 68 DEG C after being added dropwise, thin-layer chromatography monitoring is anti-
Answer terminal, after reaction, filter, filtrate is concentrated to give stickiness yellow solid under vacuum conditions, successively with water, ethyl alcohol, just oneself
Alkane washing, finally crystallization obtains yellow solid 3.04g, yield 61.29% in n-hexane.
Embodiment 2:
A dry 500ml three-necked bottle is taken, three times with nitrogen displacement, potassium carbonate 12.3g is added thereto, stirring is added
THF 100ml is slowly added dropwise the 50ml THF solution dissolved with 27g to methoxyphenethylamine, 45 DEG C is warming up to after being added dropwise, In
The 50ml THF solution of 40-50 DEG C of dropwise addition 10g hexachlorocyclotriph,sphazene is warming up to 68 DEG C after being added dropwise, thin-layer chromatography monitoring is anti-
Answer terminal, after reaction, filter, filtrate is concentrated to give stickiness yellow solid under vacuum conditions, successively with water, ethyl alcohol, just oneself
Alkane washing, most column chromatograph to obtain yellow solid 2.31g, yield 46.57%.
Embodiment 3:
A dry 500ml three-necked bottle is taken, three times with nitrogen displacement, sodium hydroxide 7.14g is added thereto, stirring is added
After mixing evenly to it the 100ml MCB solution dissolved with 30.45g to methoxyphenethylamine is slowly added dropwise in MCB 50ml, is added dropwise
After be warming up to 45 DEG C, 40-50 DEG C be added dropwise 10g hexachlorocyclotriph,sphazene 50ml MCB solution, be warming up to after being added dropwise
100 DEG C, thin-layer chromatography monitors reaction end, after reaction, filters, it is solid that filtrate is concentrated to give stickiness yellow under vacuum conditions
Body is successively washed with water, ethyl alcohol, n-hexane, and finally crystallization obtains yellow solid 1.97g in n-hexane, and yield is
39.72%.
Embodiment 4:
Take a dry 500ml three-necked bottle, three times with nitrogen displacement, be successively added into three-necked bottle 43.50g to methoxy
Base phenyl ethylamine, 40ml triethylamine, 100ml DMF are stirred to react 1h at room temperature, are warming up to 40 DEG C, and 10g chlordene ring is slowly added dropwise
The 50ml DMF solution of three phosphonitriles, in this temperature, the reaction was continued for maintenance, and thin-layered chromatography monitors reaction end, 72h reaction knot
Beam, filters, and filtrate is concentrated to give stickiness yellow solid under vacuum conditions, is successively washed with water, ethyl alcohol, n-hexane, column chromatographs
To yellow solid 2.65g, yield 53.43%.
Embodiment 5:
Six (4- methoxyphenethylamine base) rings, three phosphonitrile (HMCP) is compounded as flame-retardant additive and polycarbonate (PC)
Form composite material.
The limit oxygen index (LOI) of pure PC is only that 26.4%, UL-94 is V-2 grade and has the generation of molten drop phenomenon.In nitrogen
Under atmosphere, temperature of initial decomposition (T5%) is 467 DEG C, and carbon yield when most degradation temperature is 513 DEG C, 800 DEG C is 0.When
When the additive amount of HMCP is 5wt%, HMCP (5wt%)/PC LOI is 29.6%, and ascensional range is smaller, but UL-94 rank
V-1 has been risen to from V-2, and has not had molten drop generation.Temperature of initial decomposition (T5%) is 442 DEG C, and most degradation temperature is 517
DEG C, carbon yield at 800 DEG C is 6.4%.When HMCP additive amount is 10%, HMCP (10wt%)/PC UL-94 rank is still
For V-1, but LOI value amplitude of variation has obviously risen to 34.3% by 29.6%, and generates without molten drop phenomenon, adds compared to 5%
Flame retardant effect is greatly improved when dosage.Temperature of initial decomposition (T5%) is 438 DEG C, most degradation temperature be 520 DEG C, 800
DEG C when carbon yield be 13.2%.When HMCP additive amount is 20%, HMCP (20wt%)/PC LOI value is 38.6%, nothing
Molten drop phenomenon generates, and UL-94 can reach V-0 grade.Temperature of initial decomposition (T5%) is 431 DEG C, and most degradation temperature is 526
DEG C, carbon yield at 800 DEG C is 28.9%.The addition of HMCP is so that LOI value, UL-94 grade and the carbon yield of PC have mentions
Height shows to be a kind of more efficient fire retardant for PC.
Claims (3)
1. a kind of three phosphonitrile of six (4- methoxyphenethylamine base) ring is claimed in claim 1, chemical structure is as follows:
2. the preparation method of one kind six (4- methoxyphenethylamine base) rings, three phosphonitrile as described in claim 1, including chlordene ring three
Phosphonitrile is reacted with heating in THF/MCB/DMF to methoxyphenethylamine, using triethylamine, sodium hydroxide, potassium carbonate etc. as tiing up
Sour agent is reacted at 65-70 DEG C, and thin-layered chromatography monitoring reaction after reaction, is filtered, solvent for use punching with Buchner funnel
Filter wash cake, filtrate are concentrated under vacuum conditions, and are washed with water, ethyl alcohol, n-hexane, and finally crystallization is precipitated yellow in n-hexane
Color solid.
3. hexachlorocyclotriph,sphazene as claimed in claim 2 and be 1:6-10, three phosphorus of chlordene ring to the molar ratio of methoxyphenethylamine
The molar ratio of nitrile and acid binding agent is 1:6-12.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910323672.9A CN110396115A (en) | 2019-04-22 | 2019-04-22 | The application of the fire retardant of six (4- methoxyphenethylamine base) rings, three phosphonitrile and preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910323672.9A CN110396115A (en) | 2019-04-22 | 2019-04-22 | The application of the fire retardant of six (4- methoxyphenethylamine base) rings, three phosphonitrile and preparation method |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110396115A true CN110396115A (en) | 2019-11-01 |
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ID=68322933
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910323672.9A Withdrawn CN110396115A (en) | 2019-04-22 | 2019-04-22 | The application of the fire retardant of six (4- methoxyphenethylamine base) rings, three phosphonitrile and preparation method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110396115A (en) |
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2019
- 2019-04-22 CN CN201910323672.9A patent/CN110396115A/en not_active Withdrawn
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