CN115558270A - Regenerated modified plastic particle - Google Patents
Regenerated modified plastic particle Download PDFInfo
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- CN115558270A CN115558270A CN202211130274.3A CN202211130274A CN115558270A CN 115558270 A CN115558270 A CN 115558270A CN 202211130274 A CN202211130274 A CN 202211130274A CN 115558270 A CN115558270 A CN 115558270A
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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
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
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- 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
- C08K2201/00—Specific properties of additives
- C08K2201/017—Additives being an antistatic agent
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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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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/04—Antistatic
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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
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- 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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Abstract
The invention relates to the technical field of plastics, in particular to a regenerated modified plastic particle. The modified plastic particles comprise the following components in parts by weight: 50-65 parts of polycarbonate waste; 20-30 parts of polypropylene; 10-20 parts of ABS resin; 10-15 parts of a plasticizer; 8-12 parts of a flame retardant; 5-10 parts of calcium carbonate; 0.2-1 part of dicumyl peroxide; the modified plastic particles have excellent fireproof and flame-retardant properties, good impact resistance, heat resistance and strength, and still have good toughness at low temperature.
Description
Technical Field
The invention relates to the technical field of plastics, in particular to a regenerated modified plastic particle.
Background
Polycarbonate plastics are high molecular polymers containing carbonate groups in their molecular chains, and are classified into various types, such as aliphatic, aromatic, aliphatic-aromatic, and the like, depending on the structures of the ester groups. Among them, aliphatic and aliphatic-aromatic polycarbonates have limited their use in engineering plastics due to their low mechanical properties. Only aromatic polycarbonates are currently produced industrially. Polycarbonate plastics have the advantages of outstanding impact strength, higher elastic modulus and dimensional stability, good colorability, better electrical insulation property and the like, but the polycarbonate plastic products have poor impact resistance, which greatly limits the application of the polycarbonate plastics in certain fields. The increase speed of the polycarbonate plastic output in China is faster and faster, the products are various, and meanwhile, a large amount of waste is generated, the waste comprises leftover materials in production and various aged and scrapped polycarbonate products, so that not only is great resource waste caused, but also the environment is seriously polluted, and the recycling of the waste is a problem to be solved urgently.
The patent with the application number of 201310729146.5 provides a polystyrene and polycarbonate composite modified plastic, wherein polystyrene and polycarbonate are used as main raw materials for modification, and the prepared polystyrene and polycarbonate composite modified plastic has the effects of high temperature resistance, good stability, wear resistance, good toughness, stable performance and the like, but cannot realize the recycling of polycarbonate waste. The application number is 201610132194.X provides a low-expansion flame-retardant light-diffusion PC composite material for an LED lamp tube and a preparation method thereof, a reinforcing auxiliary agent, a flame retardant, a light-diffusing agent, an antioxidant and the like are added for modification, wherein the flame retardant consists of phenyl silicone resin crystals and PC carrier polytetrafluoroethylene, and the prepared finished product has certain flame retardance, but the recycling of polycarbonate waste cannot be realized. At present, the process of modifying the plastic by polycarbonate waste is not mature, and further the common polycarbonate blending modified plastic on the market has insufficient performance. Accordingly, the present invention provides a modified plastic prepared from waste plastics to solve the problems set forth in the above background art.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provide regenerated modified plastic particles which have good impact resistance, heat resistance and strength; still has better toughness at low temperature; but also has good fireproof and flame-retardant properties.
The technical scheme adopted by the invention for realizing the purpose is as follows:
the regenerated modified plastic particles comprise the following components in parts by weight:
50-65 parts of polycarbonate waste;
20-30 parts of polypropylene;
10-20 parts of ABS resin;
10-15 parts of a plasticizer;
8-12 parts of a flame retardant;
5-10 parts of calcium carbonate;
0.2-1 part of dicumyl peroxide;
wherein the plasticizer is diisobutyl phthalate, dimethyl phthalate or diethyl phthalate; the flame retardant is a triphenyl phosphate derivative, and the preparation method comprises the following steps: takes p-aminophenol as an initial raw material, sequentially replaces the p-aminophenol with propionyl chloride and a halogenated reagent, and finally generates phosphorylation reaction with phosphorus oxychloride to generate the triphenyl phosphate derivative, and the structural general formula of the derivative is as follows:
the invention provides a regenerated modified plastic particle, wherein the preparation method of the triphenyl phosphate derivative comprises the following steps:
s1: adding p-aminophenol and triethylamine into an anhydrous dichloromethane solution, stirring in an ice bath, dropwise adding propionyl chloride, heating to 25 ℃, reacting for 0.5h to generate an intermediate I, wherein the structural formula is as follows:
s2: adding the intermediate I into acetonitrile solution, heating to 55-65 ℃ under the protection of nitrogen, adding azodiisobutyronitrile under stirring, adding N-bromosuccinimide or N-chlorosuccinimide, and reacting for 0.5-1h to generate an intermediate II, wherein the structural general formula is as follows:
S3: sequentially adding the intermediate II, pyridine and phosphorus oxychloride into an anhydrous benzene solution, heating to 80 ℃, and reacting for 3-5h to generate a target product triphenyl phosphate derivative, wherein the structural general formula of the derivative is as follows:
The invention also provides a preparation method of the regenerated modified plastic particles, which comprises the following steps: collecting polycarbonate waste, cleaning, airing and crushing into particles for later use; weighing the crushed polycarbonate waste, polypropylene, ABS resin, plasticizer, flame retardant, calcium carbonate and dicumyl peroxide according to the weight ratio, heating and mixing at a high speed, wherein the heating temperature is 70-90 ℃, the rotating speed is 90-110r/min, and the mixing time is 30-40min; continuously heating to 280 ℃ by using a granulator, melting, extruding the molten polymer, and granulating to obtain modified plastic particles; wherein the heating temperature is preferably 80 ℃, the rotating speed is 110r/min, and the mixing time is preferably 40min.
According to the scheme, the triphenyl phosphate derivative is a flame retardant, is obtained by performing structural modification on triphenyl phosphate serving as a phosphorus flame retardant, retains a phosphate group part of a core group, generates phosphoric anhydride or phosphoric acid in the combustion process, promotes the combustible to be dehydrated and carbonized, prevents or reduces the generation of combustible gas, forms a glassy melt during pyrolysis of phosphoric anhydride, covers the surface of the combustible, promotes the combustible to be oxidized to generate carbon dioxide, and plays a role in flame retardance; three halogens are introduced to a benzene ring, wherein the halogens are decomposed to generate hydrogen Halide (HX), the hydrogen halide can act with a chain reaction active substance HO & lt- & gt in flame to reduce the concentration of free radicals, so that the chain reaction of combustion is slowed down or stopped, the residues after the hydrogen halide is decomposed can promote dehydration and carbonization of polymer materials to form a nonflammable carbonized layer, and the generation amount of low-molecular-weight cracking products is reduced; meanwhile, three polar amide groups are introduced, so that the resin has a processing lubrication effect and a low-temperature anti-sticking effect, and can be inserted into polymer resin to reduce the interaction among resin molecules and play a role of an internal lubricant; on the other hand, the resin melt can rub with processing equipment to prevent the resin melt from adhering to the metal surface, so that the external lubrication effect is achieved, the fluidity and the demolding property of the molten plastic are improved, the yield of plastic processing is improved, the energy consumption is reduced, and the product has extremely high surface smoothness and smoothness; and the antistatic property of the plastic product can be improved, so that the plastic product is not easy to absorb dust.
The invention has the following beneficial effects: according to the invention, the triphenyl phosphate derivative with double flame retardant effects, lubrication, low-temperature anti-sticking and antistatic effects is obtained through structural modification, so that the components can be better fused with each other, and the fireproof flame retardant and mechanical properties of the modified plastic are improved; the regenerated modified plastic particles provided by the invention can effectively reduce waste pollution by recycling polycarbonate waste materials, and the plastic particles obtained by regeneration modification have good impact resistance, heat resistance and strength, are excellent in fireproof and flame-retardant properties, still have good toughness at low temperature, and have wide application value.
Detailed Description
The technical solutions in the embodiments of the present application will be clearly and completely described below with reference to the embodiments of the present application, and it is obvious that the described embodiments are only a part of the embodiments of the present application, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present application.
Para-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; azobisisobutyronitrile CAS number 78-67-1; pyridine CAS number 110-86-1; triphenyl phosphate CAS number 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 chemicals were commercially available.
Example 1
The embodiment provides a preparation method of a triphenyl phosphate derivative, namely tris (4- (3-bromopropionamido) phenyl) phosphate, which comprises the following specific steps:
s1: 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 the stirring of ice bath, naturally heating to 25 ℃, stirring for reaction for 0.5h, and after the reaction is finished, evaporating under reduced pressure to remove the solvent to obtain an intermediate I (7.0 g); ESI-MS (m/z): 166[ 2 ], [ 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 reaction formula is as follows:
s2: adding 7.0g of the intermediate I into 80mL of acetonitrile solution, heating to 65 ℃ under the protection of nitrogen, adding 0.7g of azobisisobutyronitrile, adding 8.3g N-bromosuccinimide, reacting for 1h, and after the reaction is finished, evaporating under reduced pressure to remove the solvent to obtain 3-bromo-N- (4-hydroxyphenyl) propionamide (8.5 g); ESI-MS (m/z): 245[ 2 ] 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 reaction formula is as follows:
s3: adding 8.0g of 3-bromo-N- (4-hydroxyphenyl) propionamide, 3.9g of pyridine and 2.5g of phosphorus oxychloride into 60mL of anhydrous benzene solution in sequence, heating to 80 ℃, carrying out reflux reaction for 4h, and after the reaction is finished, carrying out reduced pressure distillation to obtain tris (4- (3-bromopropionamido) phenyl) phosphate (7.5 g); ESI-MS (m/z): 777[ 2 ] of [ 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)。
The reaction formula is as follows:
example 2
The embodiment provides a regenerated modified plastic particle and a preparation method thereof.
The regenerated modified plastic particles comprise the following components in parts by weight: 60 parts of polycarbonate waste, 30 parts of polypropylene, 20 parts of ABS resin, 14 parts of plasticizer, 10 parts of flame retardant, 10 parts of calcium carbonate and 0.5 part of dicumyl peroxide; wherein the flame retardant is tris (4- (3-bromopropionamido) phenyl) phosphate; the plasticizer is diisobutyl phthalate.
The preparation method of the modified plastic particles comprises the following steps: collecting polycarbonate waste, cleaning, airing and crushing into particles for later use; weighing the crushed polycarbonate waste, polypropylene, ABS resin, plasticizer, flame retardant, calcium carbonate and dicumyl peroxide according to the weight ratio, and heating and mixing at a high speed, wherein the heating temperature is 80 ℃, the rotating speed is 110r/min, and the mixing time is 40min; and (3) continuously heating to 280 ℃ by using a granulator to melt, extruding the molten polymer, and granulating to obtain modified plastic particles.
Example 3
The embodiment provides a regenerated modified plastic particle and a preparation method thereof.
The regenerated modified plastic particles comprise the following components in parts by weight: 50 parts of polycarbonate waste, 25 parts of polypropylene, 15 parts of ABS resin, 10 parts of plasticizer, 8 parts of flame retardant, 10 parts of calcium carbonate and 0.5 part of dicumyl peroxide; wherein the flame retardant is tris (4- (3-bromopropionamido) phenyl) phosphate; the plasticizer is diisobutyl phthalate.
The modified plastic granules were prepared in the same manner as in example 2.
Example 4
The embodiment provides a regenerated modified plastic particle and a preparation method thereof.
The regenerated modified plastic particles comprise the following components in parts by weight: 65 parts of polycarbonate waste, 20 parts of polypropylene, 10 parts of ABS resin, 15 parts of plasticizer, 10 parts of flame retardant, 8 parts of calcium carbonate and 0.2 part of dicumyl peroxide; wherein the flame retardant is tris (4- (3-bromopropionamido) phenyl) phosphate; the plasticizer is diisobutyl phthalate.
The modified plastic granules were prepared in the same manner as in example 2.
Comparative example 1
The embodiment provides a regenerated modified plastic particle and a preparation method thereof.
This comparative example is compared to example 2, where no flame retardant is added, and the procedure of example 2 is followed.
Comparative example 2
The embodiment provides a preparation method of regenerated modified plastic particles.
This comparative example is compared with example 2, in which tris (4- (3-chloropropylamido) phenyl) phosphate is added as a flame retardant, the procedure of example 2 being otherwise followed; preparation of tris (4- (3-chloropropylamino) phenyl) phosphate example 1 was followed by replacing N-bromosuccinimide with N-chlorosuccinimide.
Comparative example 3
The embodiment provides a regenerated modified plastic particle and a preparation method thereof.
This comparative example is compared to example 2, in which triphenyl phosphate is added as a flame retardant, and the procedure of example 2 is otherwise followed.
Comparative example 4
The embodiment provides a regenerated modified plastic particle and a preparation method thereof.
This comparative example is compared to example 2, in which tris (2-chloroethyl) phosphate is added as a flame retardant, and the procedure is otherwise the same as in example 2.
Comparative example 5
A polycarbonate modified plastic particle sold in domestic markets is manufactured by plastic and plastic Co., ltd in Dongguan, and is of a brand of EXL4412.
Test example 1
The modified plastic particles prepared in examples 2 to 4 and comparative examples 1 to 2 and comparative example 3 were subjected to the relevant performance tests, respectively; tensile strength test method: GB/T1040-2006; the notch impact strength test method comprises the following steps: GB/T1043-2008; oxygen index test method: GB/T2406-2009; the Vicat soft dotting test method comprises the following steps: GB/T1633-2000; low temperature ball drop test conditions: placing the sample at-30 ℃ for 5h, then carrying out ball drop test, and recording the ball drop height when the sample cracks, wherein the ball drop is a solid iron ball 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 in Table 1, the mechanical properties, flame retardancy, low temperature resistance and heat resistance of the modified plastic particles prepared in examples 2-4 are all better than those of comparative examples 1-5, wherein the modified plastic particles prepared in example 2 have the best mechanical properties, excellent flame retardancy and good heat resistance, and still have good toughness at low temperature; through comparison between the example 2 and the comparative example 1, the flame retardant tris (4- (3-bromopropionamido) phenyl) phosphate added in the example 2 has double flame retardant effects and good flame retardance, and the lubricating effect of the flame retardant can promote the components to be better fused with each other, so that the fireproof flame retardant property and the mechanical property of the modified plastic are improved; the comparison of the example 2 and the comparative examples 2 to 4 shows that the flame retardant triphenyl phosphate derivative prepared by the invention has superior double flame retardant effect compared with the phosphorus flame retardant triphenyl phosphate and the phosphorus halogen flame retardant tris (2-chloroethyl) phosphate, wherein tris (4- (3-bromopropionamido) phenyl) phosphate is preferred, and the flame retardant effect is the best at the moment, and meanwhile, the triphenyl phosphate derivative is further proved to have a lubricating effect, so that the components can be better fused with each other, and the comprehensive performance of the modified plastic is improved.
The regenerated modified plastic particles provided by the invention have good impact resistance, heat resistance and strength; still has better toughness at low temperature; but also has good fireproof and flame-retardant properties; the method 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 appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments 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 regenerated modified plastic particles are characterized by comprising the following components in parts by weight:
50-65 parts of polycarbonate waste;
20-30 parts of polypropylene;
10-20 parts of ABS resin;
10-15 parts of a plasticizer;
8-12 parts of a flame retardant;
5-10 parts of calcium carbonate;
0.2-1 part of dicumyl peroxide;
the plasticizer is diisobutyl phthalate, dimethyl phthalate or diethyl phthalate; the flame retardant is a triphenyl phosphate derivative, and the preparation method comprises the following steps: takes p-aminophenol as an initial raw material, sequentially replaces the p-aminophenol with propionyl chloride and a halogenated reagent, and finally generates phosphorylation reaction with phosphorus oxychloride to generate the triphenyl phosphate derivative.
2. The recycled modified plastic granules as claimed in claim 1, wherein the triphenyl phosphate derivative is prepared by the following steps:
s1: adding p-aminophenol and triethylamine into an anhydrous dichloromethane solution, dropwise adding propionyl chloride under ice-bath stirring, and then heating to react to generate an intermediate I, wherein the structural formula is as follows:
s2: adding the intermediate I into acetonitrile solution, under the protection of nitrogen, firstly adding azobisisobutyronitrile under heating and stirring, then adding N-bromosuccinimide or N-chlorosuccinimide, and reacting to generate an intermediate II, wherein the structural general formula of the intermediate II is as follows:
s3: sequentially adding the intermediate II, pyridine and phosphorus oxychloride into the anhydrous benzene solution, and heating to react to generate the triphenyl phosphate derivative, wherein the structural general formula of the derivative is as follows:
3. The recycled modified plastic granules as claimed in claim 2, wherein the reaction temperature in step S1 is 25 ℃ and the reaction time is 0.5h.
4. The recycled modified plastic granules as claimed in claim 2, wherein the reaction temperature in step S2 is 55-65 ℃ and the reaction time is 0.5-1h.
5. The recycled modified plastic granules as claimed in claim 2, wherein the reaction temperature in step S3 is 80 ℃ and the reaction time is 3-5h.
6. The method for preparing recycled modified plastic granules according to any one of claims 1 to 5, comprising the steps of: collecting polycarbonate waste, cleaning, airing and crushing into particles for later use; weighing the crushed polycarbonate waste, polypropylene, ABS resin, plasticizer, flame retardant, calcium carbonate and dicumyl peroxide according to the weight ratio, and heating and mixing at a high speed for 30-40min at the heating temperature of 70-90 ℃ and the rotating speed of 90-110 r/min; and (3) continuously heating to 280 ℃ by using a granulator to melt, extruding the molten polymer, and granulating to obtain modified plastic particles.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115449206A (en) * | 2022-09-19 | 2022-12-09 | 碳中和环保科技(广州)有限公司 | Modified plastic prepared from waste plastics |
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| CN114181246A (en) * | 2021-12-20 | 2022-03-15 | 江苏丹霞新材料有限公司 | Preparation method of liquid bisphenol A bis (diphenyl phosphate) flame retardant |
| WO2022111448A1 (en) * | 2020-11-25 | 2022-06-02 | 四川海思科制药有限公司 | Method for preparing btk degrading agent |
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| US4062909A (en) * | 1974-04-08 | 1977-12-13 | Monsanto Company | Phosphoroamidates |
| JPH10168227A (en) * | 1997-11-27 | 1998-06-23 | Asahi Chem Ind Co Ltd | Phosphoric ester flame retardant |
| JP2006069980A (en) * | 2004-09-03 | 2006-03-16 | Songwon Industrial Co Ltd | Functional organophosphorus compound and method for producing the same |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN115449206A (en) * | 2022-09-19 | 2022-12-09 | 碳中和环保科技(广州)有限公司 | Modified plastic prepared from waste plastics |
| CN115449206B (en) * | 2022-09-19 | 2023-07-21 | 碳中和环保科技(广州)有限公司 | Modified plastic prepared from waste plastics |
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