CN117603103A - Synthesis method of PET flame retardant/nucleation auxiliary agent and application of PET flame retardant/nucleation auxiliary agent in PET recovery - Google Patents
Synthesis method of PET flame retardant/nucleation auxiliary agent and application of PET flame retardant/nucleation auxiliary agent in PET recovery Download PDFInfo
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- CN117603103A CN117603103A CN202311728379.3A CN202311728379A CN117603103A CN 117603103 A CN117603103 A CN 117603103A CN 202311728379 A CN202311728379 A CN 202311728379A CN 117603103 A CN117603103 A CN 117603103A
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- 239000003063 flame retardant Substances 0.000 title claims abstract description 38
- 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 title claims abstract description 36
- 239000012752 auxiliary agent Substances 0.000 title claims abstract description 33
- 238000010899 nucleation Methods 0.000 title claims abstract description 27
- 230000006911 nucleation Effects 0.000 title claims abstract description 27
- 238000011084 recovery Methods 0.000 title abstract description 8
- 238000001308 synthesis method Methods 0.000 title abstract description 5
- HEAHMJLHQCESBZ-UHFFFAOYSA-N 2,5-diaminobenzenesulfonic acid Chemical compound NC1=CC=C(N)C(S(O)(=O)=O)=C1 HEAHMJLHQCESBZ-UHFFFAOYSA-N 0.000 claims abstract description 11
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims abstract description 10
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims abstract description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 15
- 238000004064 recycling Methods 0.000 claims description 15
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 239000012153 distilled water Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 3
- 238000000643 oven drying Methods 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims description 2
- 238000012545 processing Methods 0.000 abstract description 4
- 230000002195 synergetic effect Effects 0.000 abstract description 4
- 239000013078 crystal Substances 0.000 abstract description 2
- PFRUBEOIWWEFOL-UHFFFAOYSA-N [N].[S] Chemical compound [N].[S] PFRUBEOIWWEFOL-UHFFFAOYSA-N 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 230000001737 promoting effect Effects 0.000 abstract 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 61
- 239000005020 polyethylene terephthalate Substances 0.000 description 61
- 230000000052 comparative effect Effects 0.000 description 26
- 238000002156 mixing Methods 0.000 description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 16
- 229910052760 oxygen Inorganic materials 0.000 description 16
- 239000001301 oxygen Substances 0.000 description 16
- 238000001746 injection moulding Methods 0.000 description 14
- 238000012360 testing method Methods 0.000 description 13
- 235000013361 beverage Nutrition 0.000 description 11
- 239000000543 intermediate Substances 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 description 6
- 239000002994 raw material Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 230000006872 improvement Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 150000008430 aromatic amides Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical group CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000002667 nucleating agent Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- -1 Polyethylene terephthalate Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 230000003631 expected effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/51—Y being a hydrogen or a carbon atom
-
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/43—Compounds containing sulfur bound to nitrogen
- C08K5/435—Sulfonamides
-
- 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
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/24—Crystallisation aids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
Abstract
The invention relates to a synthesis method of PET flame retardant/nucleation auxiliary agent and application thereof in PET recovery. The technical scheme uses 2, 5-diaminobenzene sulfonic acid to react with benzoyl chloride and erucic acid amide to obtain the PET flame-retardant/nucleation auxiliary agent. The three parts in the system can play roles in forming a sulfur-nitrogen synergistic flame-retardant system, promoting ordered arrangement of crystals and improving compatibility of the auxiliary agent and the recycled PET in the processing of the recycled PET, so that flame retardance and crystallization performance of the recycled PET are enhanced.
Description
Technical Field
The invention relates to a synthesis method of PET flame retardant/nucleation auxiliary agent and application thereof in PET recovery, belonging to the technical field of high polymer materials.
Background
Polyethylene terephthalate (PET) is an engineering plastic with excellent performance, and is widely applied to the fields of electronic appliances, automobile parts, mechanical equipment and the like. The high consumption of PET plastic stimulates the continuous increase of the output, but serious white pollution is generated after PET is abandoned, and the recycled PET can be used as a new raw material resource to relieve the shortage of PET raw materials. Therefore, the recycling of PET is of great importance, both from the environmental protection aspect and the energy saving aspect.
However, the multiple times of thermal processing in the recycling process of the recycled PET can seriously affect the flame retardant property of the recycled PET, and the flame retardant property of the recycled PET is difficult to meet the requirements of some fields such as mechanical equipment, so that the research on the flame retardant property of the recycled PET is urgent. The addition of flame retardants is a common method of improving the flame retardant properties of recycled PET, but some of the flame retardants may interact with the crystalline regions of the recycled PET, reducing its crystallinity, and thus affecting its mechanical properties, resulting in limited application range. In addition, the recovered PET with high crystallinity not only has excellent mechanical properties, but also forms a compact charring layer during combustion, which contributes to the improvement of flame retardant properties thereof.
Therefore, development of a flame retardant/nucleation aid capable of improving both the flame retardant performance and the crystallinity of the recycled PET is needed, which contributes to the realization of the industrialization process of recycling the recycled PET.
Disclosure of Invention
The invention provides a synthesis method of PET flame retardant/nucleation auxiliary agent and application thereof in recycling PET, wherein the element composition can improve the flame retardant property of recycling PET, the molecular structure can improve the crystallinity of recycling PET, the chemical stability can maintain good performance in recycling PET processing, the compatibility of the auxiliary agent and recycling PET is good, the problems existing in the prior art can be effectively solved, and the marketization application range of recycling PET can be further widened.
The invention provides a PET flame-retardant/nucleation auxiliary agent which is characterized by comprising the following molecular structures:
the PET flame retardant/nucleation auxiliary is characterized in that the preparation method comprises the following steps:
step I, 9.41 g of 2, 5-diaminobenzenesulfonic acid is dissolved in 200 mL acetone, and stirred at 25 ℃ for 30 min at 800 rpm by using an electric stirrer; followed by 11.60. 11.60 mL benzoyl chloride; stirring at 25deg.C with electric stirrer at 800 rpm for reaction 8 h, washing the obtained solid with 500 mL acetone and 1000 mL distilled water, and oven drying at 80deg.C to constant weight to obtain intermediate;
and II, weighing 15.86 g intermediate, placing the intermediate into 200 mL acetone, stirring for 30 min at 40 ℃ at 800 rpm by using an electric stirrer, adding 27 g erucic acid amide and 0.2 g phosphorus trichloride into the system, stirring at 40 ℃ at 800 rpm by using the electric stirrer, reacting for 12 h, distilling under reduced pressure after the reaction is finished to remove acetone, and washing the obtained solid with acetone and distilled water to be neutral respectively to obtain the PET flame retardant/nucleation auxiliary agent.
Preferably, as a modification, the reaction temperature of the first step of synthesizing the PET flame retardant/nucleation auxiliary agent is 25 ℃, and the reaction time is 8 h. The reaction temperature in the second step is 40 ℃, and the reaction time is 12 h.
The reaction temperature and time used in the invention are determined based on the boiling point, the reactivity and the production cost of the solvent, and the reaction conditions are the preferred conditions verified by the test.
The invention also provides an application of the PET flame-retardant/nucleation auxiliary agent in recycling PET, which is characterized in that the usage amount of the auxiliary agent is 1-3% of the mass of the recycling PET.
Preferably, the auxiliary agent is used in an amount of 2%.
The addition amount of the auxiliary agent synthesized by the method must be proper, the addition amount is too small to reach the expected effect, and the addition amount is too large to cause the agglomeration of the auxiliary agent, so that the action effect of the auxiliary agent is affected. The addition amount is a better condition verified by the test.
Compared with the prior art, the invention has the following technical effects.
The 2, 5-diaminobenzenesulfonic acid chain segment contains sulfur element and nitrogen element, can generate gas and solid products which are difficult to burn at high temperature, reduces the heat release rate of the recovered PET, and the erucic acid chain segment containing long carbon chains provides rich carbon sources, can better promote the recovered PET to burn into carbon to form a compact carbon layer, and greatly improves the flame retardant effect.
2. On the one hand, 2, 5-diaminobenzene sulfonic acid reacts with benzoyl chloride to obtain an aromatic amide chain segment, which can provide heterogeneous nucleation sites for recycling PET, refine and recycle PET spherulites, promote ordered arrangement of crystals and improve crystallinity. On the other hand, the long carbon chain of the erucic acid chain segment greatly reduces the polarity of the whole molecular structure, improves the compatibility of the auxiliary agent and the recycled PET, ensures that the auxiliary agent is uniformly dispersed in the recycled PET matrix, and further plays a role in improving the crystallinity.
3. In the auxiliary agent, molecular chain segments of all components are tightly connected through chemical bonds, so that the auxiliary agent has good chemical stability, can not be decomposed in the processing process to cause performance degradation or failure, can better keep high crystallinity and good flame retardant property, and has better action effect than a composite auxiliary agent which is physically compounded by a single nucleating agent and a flame retardant.
Detailed description of the preferred embodiments
In order to make the technical problems, technical solutions and advantageous effects to be solved by the present invention more apparent, the present invention will be further described in detail with reference to the following examples, and it should be understood that the specific examples described herein are only for explaining the present invention and are not intended to limit the present invention. The raw materials, reagents and equipment used in the invention are conventional and commercially available in the technical field.
Example 1
9.41 g of 2, 5-diaminobenzenesulfonic acid (CAS: 88-45-9) was dissolved in 200 mL acetone and stirred at 25℃for 30 min at 800 rpm using an electric stirrer; then 11.60. 11.60 mL benzoyl chloride (CAS: 98-88-4) was added; the reaction was stirred at 25℃with an electric stirrer at 800 rpm for 8 h, and after the reaction was completed, the resulting solid was washed with 500 mL acetone and 1000 mL distilled water, respectively, and dried at 80℃to constant weight to give an intermediate. 15.86 g intermediate is weighed and placed into 200 mL acetone, the mixture is stirred for 30 min at 40 ℃ at 800 rpm by using an electric stirrer, then 27 g erucamide (CAS: 112-84-5) and 0.2 g phosphorus trichloride (CAS: 7719-12-2) are added into the system, the mixture is stirred at 40 ℃ at 800 rpm by using the electric stirrer to react for 12 h, the acetone is removed by reduced pressure distillation after the reaction is finished, and the obtained solid is respectively washed to be neutral by using acetone and distilled water, so that the PET flame retardant/nucleation auxiliary agent is obtained.
And (3) conventionally mixing the recovered PET (beverage bottle recovered material) and the auxiliary agent in a high-speed mixer according to a mass ratio of 100:2 (mixing rotating speed of 3000 rpm, mixing time of 5 min), extruding in a conventional double-screw extruder, granulating, and performing injection molding on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard. The specific data are shown in table 1.
Sample 6, mg, was taken in an aluminum crucible and placed in a Differential Scanning Calorimeter (DSC). The crystallinity (X) of the above-obtained mixture was measured by DSC c ) The specific process is as follows: heating to 280 ℃ at a speed of 10 ℃/min and keeping the temperature for 3 min, then cooling to 40 ℃ at a speed of 10 ℃/min, and obtaining the melting enthalpy delta H according to a cooling curve m And according to the melting enthalpy DeltaH m The crystallinity (X) was calculated from the following formula c ). Specific data are shown in table 1;
wherein,140.1J/g.
Example 2
This example is essentially the same as example 1 except that samples were prepared using the adjuvant synthesized in example 1 and recycled PET (beverage bottle recovery) at a mass ratio of 100:1, and the test data are shown in Table 1.
Example 3
This example is essentially the same as example 1 except that samples were prepared using the auxiliary agent synthesized in example 1 and recycled PET (beverage bottle recovery) in a mass ratio of 100:3, and the test data are shown in Table 1.
Comparative example 1
And extruding and granulating the pure recovered PET (beverage bottle recovered material) in a conventional double-screw extruder, and performing injection molding on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Comparative example 2
And (3) conventionally mixing the recovered PET (beverage bottle recovered material) and the 2, 5-diaminobenzene sulfonic acid in a high-speed mixer according to a mass ratio of 100:2 (mixing rotating speed of 3000 rpm, mixing time of 5 min), extruding in a conventional double-screw extruder, granulating, and performing injection molding on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Comparative example 3
And (3) conventionally mixing the recovered PET (beverage bottle recovered material) and benzoyl chloride in a high-speed mixer according to a mass ratio of 100:2 (mixing rotating speed of 3000 rpm, mixing time of 5 min), extruding in a conventional double-screw extruder, granulating, and performing injection molding on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Comparative example 4
After the recovered PET (beverage bottle recovery material) and erucamide are mixed in a high-speed mixer according to the mass ratio of 100:2 (mixing speed of 3000 rpm, mixing time of 5 min), the mixture is mixed in a conventional double mixerAnd extruding in a screw extruder, granulating, and performing injection molding on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Comparative example 5
And (3) conventionally mixing the recovered PET (beverage bottle recovered material) and the intermediate in a high-speed mixer according to a mass ratio of 100:2 (mixing rotation speed of 3000 rpm, mixing time of 5 min), extruding in a conventional double-screw extruder, granulating, and performing injection molding on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Comparative example 6
After the 15.86 g intermediate and 27 g erucamide are simply mixed in a high-speed mixer (mixing rotation speed of 3000 rpm, mixing time of 5 min), and after the recovered PET (beverage bottle reclaimed material) and the recovered PET (beverage bottle reclaimed material) are mixed in a conventional manner in a high-speed mixer according to a mass ratio of 2:100 (mixing rotation speed of 3000 rpm, mixing time of 5 min), the mixture is extruded in a conventional twin-screw extruder, granulated and injection molded on an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Comparative example 7
After 9.41 g of 2, 5-diaminobenzenesulfonic acid, 11.60. 11.60 mL benzoyl chloride and 27. 27 g erucamide were simply mixed in a high-speed mixer (mixing speed: 3000 rpm, mixing time: 5 minutes), and after the mixture and recovered PET (beverage bottle recovery) were conventionally mixed in a high-speed mixer in a mass ratio of 2:100 (mixing speed: 3000 rpm, mixing time: 5 minutes), the mixture was extruded in a conventional twin-screw extruder, pelletized, and injection molded in an injection molding machine to obtain a test sample. The Limiting Oxygen Index (LOI) of the samples was determined according to the method described in GB/T2406.2-2009 standard, and the crystallinity (X c ) Specific data are shown in table 1.
Table 1 test results for each of examples and comparative examples
| LOI (%) | X c (%) | |
| Example 1 | 33.8 | 36.5 |
| Example 2 | 32.7 | 35.6 |
| Example 3 | 31.5 | 34.4 |
| Comparative example 1 | 18.1 | 21.0 |
| Comparative example 2 | 22.3 | 24.1 |
| Comparative example 3 | 18.9 | 21.7 |
| Comparative example 4 | 22.8 | 24.9 |
| Comparative example 5 | 25.7 | 28.6 |
| Comparative example 6 | 27.5 | 30.2 |
| Comparative example 7 | 24.4 | 27.3 |
From the experimental results in Table 1, it can be seen that the limiting oxygen index and crystallinity of the PET flame retardant/nucleation aid prepared in examples 1-3 by adding the present invention are relatively high. Example 1, wherein the addition amount was 2%, was optimal. Compared with the pure recovered PET in comparative example 1, the auxiliary agent synthesized by the invention has the effect of obviously improving the limit oxygen index and the crystallinity of the recovered PET. In addition, too much or too little of the addition amount of the auxiliary agent lowers the limiting oxygen index and crystallinity of the recovered PET.
The PET flame retardant/nucleation auxiliary agent prepared by the invention is synthesized through chemical reaction, so that the synergistic effect of improving the limit oxygen index, crystallinity and compatibility of the recovered PET can be exerted. In contrast, comparative examples 2 to 7 were only simple mixtures of single raw materials, intermediates or raw materials, and did not undergo complete chemical reactions, and the above effects could not be fully exhibited. Wherein, the 2, 5-diaminobenzene sulfonic acid added in comparative example 2 can play a certain role of flame retardance and heterogeneous nucleation, and improves the limiting oxygen index and crystallinity of the recovered PET, but has limited role. The benzoyl chloride added in comparative example 3 had little lifting effect. In contrast, the molecular structure of the intermediate added in comparative example 5 contains both sulfonic acid segment and aromatic amide segment, which can greatly improve the limiting oxygen index and crystallinity, but the synergistic effect is still different from that of example 1.
The erucamide added in comparative example 4 can be used as a carbon source and heterogeneous nucleating agent to improve the limiting oxygen index and crystallinity of the recovered PET to some extent, and the simple mixing with the intermediate (comparative example 6) can improve the compatibility to promote the improvement of the limiting oxygen index and crystallinity, but does not form a stable chemical structure, so that the synergistic effect is still a certain difference from that of example 1.
The comparative example 7 in which 2, 5-diaminobenzenesulfonic acid, benzoyl chloride and erucamide were simultaneously added had limited synergy because the desired functional groups were not formed by the chemical reaction, and thus the improvement effect was only superior to that of comparative example 2, comparative example 3 and comparative example 4 in which a single component was added.
The foregoing description of the preferred embodiment of the invention is not intended to be limiting, but rather is intended to cover all modifications, equivalents, and alternatives falling within the spirit and principles of the invention.
Claims (5)
1. A PET flame retardant/nucleation auxiliary agent is characterized by comprising the following molecular structure:
。
2. the PET flame retardant/nucleation aid according to claim 1, wherein it is prepared by the following method:
step I, 9.41 g of 2, 5-diaminobenzenesulfonic acid is dissolved in 200 mL acetone, and stirred at 25 ℃ for 30 min at 800 rpm by using an electric stirrer; followed by 11.60. 11.60 mL benzoyl chloride; stirring at 25deg.C with electric stirrer at 800 rpm for reaction 8 h, washing the obtained solid with 500 m acetone and 1000 mL distilled water, and oven drying at 80deg.C to constant weight to obtain intermediate;
and II, weighing 15.86 g intermediate, placing the intermediate into 200 mL acetone, stirring for 30 min at 40 ℃ at 800 rpm by using an electric stirrer, adding 27 g erucic acid amide and 0.2 g phosphorus trichloride into the system, stirring at 40 ℃ at 800 rpm by using the electric stirrer, reacting for 12 h, distilling under reduced pressure after the reaction is finished to remove acetone, and washing the obtained solid with acetone and distilled water to be neutral respectively to obtain the PET flame retardant/nucleation auxiliary agent.
3. Use of a PET flame retardant/nucleation aid according to claim 1 or 2 for recycling PET.
4. Use of a PET flame retardant/nucleation aid according to claim 3 in recycling PET, characterized in that: the dosage of the PET flame retardant/nucleation auxiliary agent is 1% -3% of the quality of recovered PET.
5. Use of a PET flame retardant/nucleation aid according to claim 3 in recycling PET, characterized in that: the PET flame retardant/nucleation auxiliary is used in an amount of 2% of the mass of the recovered PET.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311728379.3A CN117603103A (en) | 2023-12-15 | 2023-12-15 | Synthesis method of PET flame retardant/nucleation auxiliary agent and application of PET flame retardant/nucleation auxiliary agent in PET recovery |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311728379.3A CN117603103A (en) | 2023-12-15 | 2023-12-15 | Synthesis method of PET flame retardant/nucleation auxiliary agent and application of PET flame retardant/nucleation auxiliary agent in PET recovery |
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| Publication Number | Publication Date |
|---|---|
| CN117603103A true CN117603103A (en) | 2024-02-27 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202311728379.3A Pending CN117603103A (en) | 2023-12-15 | 2023-12-15 | Synthesis method of PET flame retardant/nucleation auxiliary agent and application of PET flame retardant/nucleation auxiliary agent in PET recovery |
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| Country | Link |
|---|---|
| CN (1) | CN117603103A (en) |
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- 2023-12-15 CN CN202311728379.3A patent/CN117603103A/en active Pending
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