CN115449206B - Modified plastic prepared from waste plastics - Google Patents
Modified plastic prepared from waste plastics Download PDFInfo
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- CN115449206B CN115449206B CN202211139309.XA CN202211139309A CN115449206B CN 115449206 B CN115449206 B CN 115449206B CN 202211139309 A CN202211139309 A CN 202211139309A CN 115449206 B CN115449206 B CN 115449206B
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- 239000004033 plastic Substances 0.000 title claims abstract description 87
- 229920003023 plastic Polymers 0.000 title claims abstract description 87
- 239000002699 waste material Substances 0.000 title claims abstract description 47
- 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 claims abstract description 37
- 239000003063 flame retardant Substances 0.000 claims abstract description 37
- 239000004417 polycarbonate Substances 0.000 claims abstract description 24
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 24
- 239000004014 plasticizer Substances 0.000 claims abstract description 14
- -1 polyethylene Polymers 0.000 claims abstract description 11
- 239000004342 Benzoyl peroxide Substances 0.000 claims abstract description 9
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000004698 Polyethylene Substances 0.000 claims abstract description 9
- 235000019400 benzoyl peroxide Nutrition 0.000 claims abstract description 9
- WWNGFHNQODFIEX-UHFFFAOYSA-N buta-1,3-diene;methyl 2-methylprop-2-enoate;styrene Chemical compound C=CC=C.COC(=O)C(C)=C.C=CC1=CC=CC=C1 WWNGFHNQODFIEX-UHFFFAOYSA-N 0.000 claims abstract description 9
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920000573 polyethylene Polymers 0.000 claims abstract description 9
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical group C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 16
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 13
- 238000010438 heat treatment Methods 0.000 claims description 13
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 9
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 claims description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000009471 action Effects 0.000 claims description 6
- 229940125904 compound 1 Drugs 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 5
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 claims description 5
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical group CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 5
- RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 claims description 5
- 229910052801 chlorine Chemical group 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- 238000004140 cleaning Methods 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 239000002245 particle Substances 0.000 claims description 3
- 238000010298 pulverizing process Methods 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 238000005303 weighing Methods 0.000 claims description 3
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003999 initiator Substances 0.000 claims description 2
- 230000032683 aging Effects 0.000 abstract description 8
- 238000012545 processing Methods 0.000 abstract description 8
- 238000004064 recycling Methods 0.000 abstract description 6
- 230000000052 comparative effect Effects 0.000 description 14
- 239000000047 product Substances 0.000 description 10
- HOEPMHKZVGTTHX-UHFFFAOYSA-N O=C(CCBr)NC(C=C1)=CC=C1OP(OC(C=C1)=CC=C1NC(CCBr)=O)(OC(C=C1)=CC=C1NC(CCBr)=O)=O Chemical compound O=C(CCBr)NC(C=C1)=CC=C1OP(OC(C=C1)=CC=C1NC(CCBr)=O)(OC(C=C1)=CC=C1NC(CCBr)=O)=O HOEPMHKZVGTTHX-UHFFFAOYSA-N 0.000 description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 238000005461 lubrication Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- HQUQLFOMPYWACS-UHFFFAOYSA-N tris(2-chloroethyl) phosphate Chemical compound ClCCOP(=O)(OCCCl)OCCCl HQUQLFOMPYWACS-UHFFFAOYSA-N 0.000 description 3
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 230000009977 dual effect Effects 0.000 description 2
- 229920006351 engineering plastic Polymers 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229960005489 paracetamol Drugs 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 230000004075 alteration Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 230000009878 intermolecular interaction Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000005226 mechanical processes and functions Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- ASLWPAWFJZFCKF-UHFFFAOYSA-N tris(1,3-dichloropropan-2-yl) phosphate Chemical compound ClCC(CCl)OP(=O)(OC(CCl)CCl)OC(CCl)CCl ASLWPAWFJZFCKF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- 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
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
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- 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)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention relates to the technical field of plastics, in particular to a modified plastic prepared from waste plastics. The modified plastic consists of the following components in parts by weight: 60-75 parts of polycarbonate waste; 25-40 parts of polyethylene; 8-12 parts of plasticizer; 5-8 parts of flame retardant; 5-10 parts of talcum powder; 4-8 parts of methyl methacrylate-butadiene-styrene; 0.5-1 part of benzoyl peroxide; the modified plastic has good processing formability, good mechanical property, ageing resistance and low temperature resistance, excellent fireproof and flame retardant properties, and realizes the purpose of recycling polycarbonate waste, thereby saving social resources and effectively protecting the environment.
Description
Technical Field
The invention relates to the technical field of plastics, in particular to a modified plastic prepared from waste plastics.
Background
The modified plastic belongs to an intermediate product in petrochemical industry chains, is mainly processed by five general-purpose plastics and five engineering plastics as plastic matrixes, and has the characteristics of flame retardance, impact resistance, high toughness, easy processing and the like. The modified plastic is a plastic product which is processed by filling, blending, reinforcing and other methods on the basis of general plastic and engineering plastic and has the performance of improving the fire resistance, the strength, the impact resistance, the toughness and the like.
The polycarbonate plastic products are widely applied in life, bring great convenience to our life, but also have pollution of waste plastics to the environment, and along with the gradual enhancement of environmental awareness, people begin to pay more and more attention to recycling of the waste plastic products. The 200710138324.1 patent provides a method for recycling polycarbonate resin waste, while achieving recycling of polycarbonate recycle, the overall properties of the resulting polycarbonate product are not improved. The patent with application number 201410031840.4 provides a polycarbonate composite plastic and a preparation method thereof, wherein polycarbonate is used as a main raw material, and different types of resins are added for modification, so that although modified plastic with higher tensile strength and elongation at break is obtained, recycling of polycarbonate waste cannot be realized. At present, the technology of the modified plastic of the polycarbonate waste is still immature, and the performance of the polycarbonate blending modified plastic commonly seen in the market is insufficient. Accordingly, the present invention provides a modified plastic prepared from waste plastics to solve the problems set forth in the background art described above.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides the modified plastic prepared from the waste plastic, which has good processing formability, good mechanical property, ageing resistance and low temperature resistance, and good fireproof and flame retardant properties.
The technical scheme adopted by the invention for achieving the purpose is as follows:
the modified plastic prepared from waste plastics comprises the following components in parts by weight:
60-75 parts of polycarbonate waste;
25-40 parts of polyethylene;
8-12 parts of plasticizer;
5-8 parts of flame retardant;
5-10 parts of talcum powder;
4-8 parts of methyl methacrylate-butadiene-styrene;
0.5-1 part of benzoyl peroxide;
wherein the flame retardant is triphenyl phosphate derivative, and the structural general formula is as follows:
wherein X is a bromine atom or a chlorine atom; preferably X isBromine atom, namely tris (4- (3-bromopropionamido) phenyl) phosphate, with the structural formula:
the invention provides a modified plastic prepared from waste plastics, wherein the preparation method of the triphenyl phosphate derivative comprises the following steps: reacting p-aminophenol and propionyl chloride for 0.5h at 25 ℃ under the action of triethylamine to generate the p-propylamine phenol; the p-propylamine phenol reacts with bromosuccinimide or N-chlorosuccinimide for 0.5-1h at 55-65 ℃ under the action of an initiator azodiisobutyronitrile to generate a compound 1, wherein the preferable reaction temperature is 65 ℃ and the reaction time is 1h; and finally, carrying out reflux reaction on the compound 1 and phosphorus oxychloride under the action of pyridine for 3-5h to obtain the triphenyl phosphate derivative, wherein the preferable reaction time is 4h. The plasticizer is dioctyl phthalate, dicyclohexyl phthalate or dibutyl phthalate.
According to the above scheme, the reaction formula for preparing the paracetamol is as follows:
according to the above scheme, wherein the reaction scheme for preparing compound 1 is:
wherein X is a bromine atom or a chlorine atom; preferably, X is a bromine atom, in which case compound 1 is 3-bromo-N- (4-hydroxyphenyl) propionamide having the formula:
according to the above scheme, wherein the reaction formula for preparing the triphenyl phosphate derivative is:
the method comprises the steps of carrying out a first treatment on the surface of the Wherein X is a bromine atom or a chlorine atom; preferably, X is a bromine atom, and the target product is tris (4- (3-bromopropionamido) phenyl) phosphate, which has the structural formula:
the invention also provides a preparation method of the modified plastic prepared from the waste plastic, which comprises the following steps:
1) Collecting polycarbonate waste, cleaning, pulverizing into particles, and drying at 60deg.C for 4-6 hr, preferably 5 hr.
2) Weighing the crushed polycarbonate waste, polyethylene, plasticizer, flame retardant, talcum powder, methyl methacrylate-butadiene-styrene and benzoyl peroxide according to the weight ratio, heating and mixing uniformly at high speed; wherein the heating temperature is 80-90deg.C, the rotation speed is 105-120r/min, the mixing time is 25-40min, preferably the heating temperature is 90 deg.C, the rotation speed is 115r/min, and the mixing time is 35min.
3) And continuously heating to 280 ℃ by using a granulator, melting, extruding the melted polymer, and granulating to obtain the modified plastic.
The triphenyl phosphate derivative prepared by the invention is a flame retardant, is obtained by carrying out structural modification on triphenyl phosphate serving as a phosphorus flame retardant, retains a core group phosphate group part, and can dehydrate and carbonize combustible substances to prevent or reduce the generation of combustible gases, and meanwhile, the melt formed by the phosphoric anhydride during pyrolysis covers the surface of the combustible substances to promote the oxidation of the combustible substances to generate carbon dioxide so as to play a flame retardant role; three halogens are introduced into the benzene ring to enable the compound to have double flame retardant effect of the phosphorus-halogen flame retardant, wherein the evaporation temperature of the bromine-containing flame retardant is similar to the decomposition temperature of the polymer, the bromine-containing flame retardant can volatilize along with the polymer when the polymer is decomposed by heating, and the bromine-containing flame retardant and a thermal decomposition product are simultaneously in a gas-phase combustion zone, so that bromine has strong capability of capturing free radicals in combustion reaction, and has better flame retardant effect; simultaneously, three polar amide groups are introduced, so that the polymer resin has the processing lubrication function and the low-temperature anti-sticking function, can be inserted into the polymer resin, reduces the intermolecular interaction, and plays a role in internal lubrication; the melt and the processing equipment can be rubbed with each other, the melt is prevented from adhering to the metal surface, the external lubrication function is achieved, the fluidity and the demolding property of the molten plastic are improved, the processing yield of the plastic is improved, the energy consumption is reduced, and the product has excellent surface smoothness; and the antistatic property of the plastic product can be improved, so that the plastic product is not easy to suck dust.
The invention has the following beneficial effects: the triphenyl phosphate derivative with dual flame retardant effect, lubrication, low-temperature anti-sticking and antistatic effects is obtained through structural modification, so that the components can be better fused, and the fireproof flame retardance, ageing resistance, low-temperature resistance and mechanical property of the modified plastic are improved; the modified plastic prepared from the waste plastics takes the polycarbonate waste materials as the main materials and is prepared by combining a plurality of functional auxiliary agents, the prepared modified plastic has good processing formability, good mechanical property, ageing resistance and low temperature resistance, excellent fireproof and flame retardant properties and wide application value, and achieves the aim of recycling the polycarbonate waste materials, thereby changing waste into valuables, saving social resources and effectively protecting the environment.
Detailed Description
The following description of the technical solutions in the embodiments of the present application will be made clearly and completely in connection with the embodiments of the present application, and it is obvious that the described embodiments are only some embodiments of the present application, not all embodiments. All other embodiments, which can be made by one of ordinary skill in the art without undue burden from the present disclosure, are within the scope of the present disclosure.
P-aminophenol CAS number 123-30-8; propionyl chloride CAS number 79-03-8; n-bromosuccinimide CAS number 128-08-5; phosphorus oxychloride CAS number 10025-87-3; triethylamine CAS number 121-44-8; azodiisobutyronitrile CAS number 78-67-1; pyridine CAS number 110-86-1; triphenyl phosphate CAS No. 115-86-6; tris (2-chloroethyl) phosphate CAS number 115-96-8; dichloromethane CAS number 75-09-2; acetonitrile CAS number 75-05-8; benzene CAS number 71-43-2; all chemical reagents are commercially available.
Example 1
The embodiment provides a preparation method of triphenyl phosphate derivative, namely tris (4- (3-bromopropionamido) phenyl) phosphate, which comprises the following specific steps:
the synthetic route for paracetamol is as follows:
adding 5.0g of p-aminophenol and 6.9g of triethylamine into 100mL of anhydrous dichloromethane solution, slowly dropwise adding 6.4g of propionyl chloride by using a dropping funnel under ice bath stirring, naturally heating to 25 ℃ after the addition is finished, stirring and reacting for 0.5h, and evaporating the solvent under reduced pressure after the reaction is finished to obtain p-propylamine phenol (7.0 g); ESI-MS (m/z): 166[ M+H ]] + ； 1 HNMR(600MHz，DMSO-d 6 )δ：10.13(s，1H)，9.44(s，1H)，7.31(d，J＝8.5Hz，2H)，6.65(d，J＝8.2Hz，2H)，2.34～2.35(m，2H)，1.52(t，J＝6.0Hz，3H)。
The synthetic route of 3-bromo-N- (4-hydroxyphenyl) propionamide is as follows:
adding 7.0g of p-propylamine phenol into 80mL of acetonitrile solution, heating to 65 ℃ under nitrogen protection, adding 0.7g of azodiisobutyronitrile, adding 8.3. 8.3g N-bromosuccinimide, reacting for 1h, and evaporating solvent under reduced pressure after the reaction is finished to obtain 3-bromo-N- (4-hydroxyphenyl) propionamide (8.5 g); ESI-MS (m/z): 245[ M+H ]] + ； 1 HNMR(600MHz，DMSO-d 6 )δ：10.03(s，1H)，9.20(s，1H)，7.32(d，J＝8.4Hz，2H)，6.63(d，J＝8.0Hz，2H)，3.68(t，J＝6.5Hz，2H)，2.73(t，J＝6.2Hz，2H)。
The synthetic route for tris (4- (3-bromopropionamido) phenyl) phosphate is as follows:
8.0g of 3-bromo-N- (4-hydroxyphenyl) propionamide, 3.9g of pyridine and 2.5g of phosphorus oxychloride are sequentially added into 60mL of anhydrous benzene solution, the temperature is raised to 80 ℃ for reflux reaction for 4 hours, and after the reaction is finished, tris (4- (3-bromopropionamido) phenyl) phosphate (7.5 g) is obtained through reduced pressure distillation; ESI-MS (m/z): 777[ M+H ]] + ； 1 HNMR(600MHz，DMSO-d 6 )δ：10.10(s，3H)，7.56(d，J＝8.0Hz，6H)，7.38(d，J＝7.8Hz，6H)，3.68(t，J＝6.2Hz，6H)，2.73(t，J＝6.0Hz，6H)。
Example 2
The embodiment provides a modified plastic prepared from waste plastics and a preparation method thereof.
The modified plastic prepared from waste plastics consists of the following components in parts by weight: 70 parts of polycarbonate waste, 35 parts of polyethylene, 12 parts of plasticizer, 8 parts of flame retardant, 10 parts of talcum powder, 6 parts of methyl methacrylate-butadiene-styrene and 0.5 part of benzoyl peroxide; wherein the flame retardant is tris (4- (3-bromopropionamido) phenyl) phosphate; the plasticizer is dioctyl phthalate.
The preparation method of the modified plastic comprises the following steps:
1) Collecting polycarbonate waste, cleaning, pulverizing into particles, and drying at 60 ℃ for 5 hours for later use.
2) Weighing the crushed polycarbonate waste, polyethylene, plasticizer, flame retardant, talcum powder, methyl methacrylate-butadiene-styrene and benzoyl peroxide according to the weight ratio, heating and mixing uniformly at high speed; wherein the heating temperature is 90 ℃, the rotating speed is 115r/min, and the mixing time is 35min.
3) And continuously heating to 280 ℃ by using a granulator, melting, extruding the melted polymer, and granulating to obtain the modified plastic.
Example 3
The embodiment provides a modified plastic prepared from waste plastics and a preparation method thereof.
The modified plastic prepared from waste plastics consists of the following components in parts by weight: 65 parts of polycarbonate waste, 40 parts of polyethylene, 8 parts of plasticizer, 6 parts of flame retardant, 10 parts of talcum powder, 8 parts of methyl methacrylate-butadiene-styrene and 0.5 part of benzoyl peroxide; wherein the flame retardant is tris (4- (3-bromopropionamido) phenyl) phosphate; the plasticizer is dioctyl phthalate.
The preparation method of the modified plastic is the same as in example 2.
Example 4
The embodiment provides a modified plastic prepared from waste plastics and a preparation method thereof.
The modified plastic prepared from waste plastics consists of the following components in parts by weight: 60 parts of polycarbonate waste, 25 parts of polyethylene, 10 parts of plasticizer, 5 parts of flame retardant, 8 parts of talcum powder, 5 parts of methyl methacrylate-butadiene-styrene and 0.6 part of benzoyl peroxide; wherein the flame retardant is tris (4- (3-bromopropionamido) phenyl) phosphate; the plasticizer is dioctyl phthalate.
The preparation method of the modified plastic is the same as in example 2.
Comparative example 1
The embodiment provides a modified plastic prepared from waste plastics and a preparation method thereof.
This comparative example is compared to example 2, wherein no flame retardant was added, and the remainder is the same as example 2.
Comparative example 2
The embodiment provides a preparation method of modified plastic prepared from waste plastics.
This comparative example is compared to example 2, wherein the added flame retardant is tris (4- (3-chloropropionamido) phenyl) phosphate, the remainder being the procedure of example 2; wherein the preparation method of tris (4- (3-chloropropionamido) phenyl) phosphate is to change N-bromosuccinimide into N-chlorosuccinimide, and the rest is the same as in example 1.
Comparative example 3
The embodiment provides a modified plastic prepared from waste plastics and a preparation method thereof.
This comparative example is compared with example 2 in which the flame retardant added is triphenyl phosphate, and the remainder is the same as example 2.
Comparative example 4
The embodiment provides a modified plastic prepared from waste plastics and a preparation method thereof.
This comparative example is compared to example 2, wherein the flame retardant added is tris (1, 3-dichloroisopropyl) phosphate, with the remainder being the procedure of example 2.
Comparative example 5
A polycarbonate modified plastic sold in China is manufactured by Dongguan city sea plasticizing Co., ltd, and the product number is HY700-HG.
Test example 1
The modified plastics prepared in examples 2 to 4 and comparative examples 1 to 2, respectively, were subjected to the relevant performance test in comparative example 3; tensile strength test method: GB/T1040-2006; the aging test method comprises the following steps: GB/T164222-1999; notched impact strength test method: GB/T1043-2008; oxygen index test method: GB/T2406-2009; low temperature ball drop test conditions: placing the sample at the temperature of minus 30 ℃ for 5 hours, then carrying out ball falling test, and recording the ball falling height when the sample is cracked, wherein the ball falling is solid iron balls with the mass of 50 g; the test results are shown in Table 1.
Table 1 correlation performance test table
As can be seen from the comparison results of Table 1, the modified plastics prepared in examples 2 to 4 are superior to those prepared in comparative examples 1 to 5 in mechanical function, aging resistance, low temperature resistance and flame retardance, and the modified plastics prepared in example 2 are excellent in mechanical property, aging resistance, low temperature resistance and flame retardance; example 2 and comparative examples 1-4 are compared with each other, and it is found that the triphenyl phosphate derivative of the flame retardant added in example 2 and comparative example 2 is superior in dual flame retardant effect to the triphenyl phosphate of no flame retardant, the phosphorus flame retardant and the tris (2-chloroethyl) phosphate of phosphorus halogen flame retardant, wherein tris (4- (3-bromopropionamido) phenyl) phosphate is preferable, and at the same time, it is further proved that the triphenyl phosphate derivative has lubricating effect, and can promote better fusion of each component and improve the comprehensive performance of the modified plastic.
The modified plastic prepared from the waste plastic has good processing formability, good mechanical property, ageing resistance and low temperature resistance, excellent fireproof and flame retardant properties, is suitable for application in the fields of electronic devices, automobile components and the like, and can meet market demands.
Although embodiments of the present application have been shown and described, it will be understood by those skilled in the art that various changes, modifications, substitutions and alterations can be made therein without departing from the principles and spirit of the application, the scope of which is defined in the appended claims and their equivalents.
Claims (6)
1. The modified plastic prepared from waste plastics is characterized by comprising the following components in parts by weight:
60-75 parts of polycarbonate waste;
25-40 parts of polyethylene;
8-12 parts of plasticizer;
5-8 parts of flame retardant;
5-10 parts of talcum powder;
4-8 parts of methyl methacrylate-butadiene-styrene;
0.5-1 part of benzoyl peroxide;
the flame retardant is triphenyl phosphate derivative, and the structural general formula is as follows:
wherein X is a bromine atom or a chlorine atom.
2. The modified plastic prepared from waste plastics according to claim 1, wherein the preparation method of the triphenyl phosphate derivative is as follows: reacting p-aminophenol and propionyl chloride for 0.5h at 25 ℃ under the action of triethylamine to generate the p-propylamine phenol; the p-propylamine phenol reacts with bromosuccinimide or N-chlorosuccinimide for 0.5 to 1 hour at the temperature of 55 to 65 ℃ under the action of an initiator azodiisobutyronitrile to generate a compound 1; finally, the compound 1 and phosphorus oxychloride are subjected to reflux reaction for 3-5 hours under the action of pyridine to prepare the triphenyl phosphate derivative.
3. The modified plastic of claim 1, wherein the plasticizer is dioctyl phthalate, dicyclohexyl phthalate or dibutyl phthalate.
4. A method for preparing a modified plastic from waste plastic according to any one of claims 1 to 3, comprising the steps of:
1) Collecting polycarbonate waste, cleaning, pulverizing into particles, and drying for later use;
2) Weighing the crushed polycarbonate waste, polyethylene, plasticizer, flame retardant, talcum powder, methyl methacrylate-butadiene-styrene and benzoyl peroxide according to the weight ratio, heating and mixing uniformly at high speed;
3) And continuously heating to 280 ℃ by using a granulator, melting, extruding the melted polymer, and granulating to obtain the modified plastic.
5. The method of producing a modified plastic produced from waste plastics as claimed in claim 4, wherein the drying temperature in step 1) is 60℃and the drying time is 4 to 6 hours.
6. The method of producing a modified plastic from waste plastics as claimed in claim 4, wherein the heating temperature in step 2) is 80 to 90℃and the rotational speed is 105 to 120r/min, and the mixing time is 25 to 40min.
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| CN101100529A (en) * | 2002-12-11 | 2008-01-09 | 通用电气公司 | Recycle method for polycarbonate resin waste |
| CN103772945A (en) * | 2014-01-24 | 2014-05-07 | 南通红石科技发展有限公司 | Polycarbonate composite plastic and preparation method thereof |
| CN104611921A (en) * | 2015-01-26 | 2015-05-13 | 南通华纶化纤有限公司 | Preparation method for chinlon spinning oiling agent composition |
| CN115558270A (en) * | 2022-09-16 | 2023-01-03 | 碳中和环保科技(广州)有限公司 | Regenerated modified plastic particle |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101100529A (en) * | 2002-12-11 | 2008-01-09 | 通用电气公司 | Recycle method for polycarbonate resin waste |
| CN103772945A (en) * | 2014-01-24 | 2014-05-07 | 南通红石科技发展有限公司 | Polycarbonate composite plastic and preparation method thereof |
| CN104611921A (en) * | 2015-01-26 | 2015-05-13 | 南通华纶化纤有限公司 | Preparation method for chinlon spinning oiling agent composition |
| CN115558270A (en) * | 2022-09-16 | 2023-01-03 | 碳中和环保科技(广州)有限公司 | Regenerated modified plastic particle |
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