CN108383800A - Semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychloroethylene heat stabilizer - Google Patents
Semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychloroethylene heat stabilizer Download PDFInfo
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- CN108383800A CN108383800A CN201810176107.XA CN201810176107A CN108383800A CN 108383800 A CN108383800 A CN 108383800A CN 201810176107 A CN201810176107 A CN 201810176107A CN 108383800 A CN108383800 A CN 108383800A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
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- 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
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/02—Organic and inorganic ingredients
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- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/24—Acids; Salts thereof
- C08K3/26—Carbonates; Bicarbonates
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- 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
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- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
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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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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Abstract
The application belongs to field of fine chemical, and in particular to semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychloroethylene heat stabilizer.The present invention provides a kind of semicarbazides pyrimidine maleic amide hydrochlorates, shown in structure such as general formula (I), wherein R1 and R2 is each independently selected from hydrogen, alkyl or substitution alkyl；Me is selected from Zn, Mg, Ca, Ba or Sn.The semicarbazides pyrimidine maleic amide hydrochlorate of the present invention can inhibit the further degradation and coloring of polyvinyl chloride, simultaneously by chemical bonding to PVC strands, stability in product improves, urea pyrimidine is set to be not easy to be precipitated, belong to Mobyneb heat stabilizer, and first, effect steady in a long-term is had both, it can be used for solving the problems, such as that existing heat stabilizer is precipitated with PVC poor compatibilities, easy bloom.
Description
Technical field
The invention belongs to field of fine chemical, and in particular to semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychlorostyrene
Ethylene heat stabilizer.
Background technology
Polyvinyl chloride (PVC) is used as second-biggest-in-the-world general-purpose plastics, has the characteristics that corrosion-resistant, fire retardant, good insulation preformance,
It is widely used in the fields such as industrial building, medical treatment, daily necessities and agricultural.But since PVC is usually the product of free radical polymerization,
There is certain unstable defect sturcture, such as allyl chloride, tertiary chlorine in strand, causes the decomposition temperature of PVC to be less than and add
Work temperature is easily degraded abjection HCl gases so that final combinations color and lustre is bad, while under mechanical property at the process conditions
Drop, reduces use value.Therefore, heat stabilizer is the auxiliary agent that must be added in PVC plastic forming process.Current common heat
Stabilizer has lead salts, metal soap, organic tin, terres rares stabilizer etc..
But with the enhancing of people's environmental consciousness, certain single heat stabilizer has been unable to meet requirement, such as typical
Zinc-base heat stabilizer is a kind of fabulous initial stage heat stabilizer, and early stage whiteness can be made higher, but the zinc chloride generated easily draws
It rises " zinc burning ", accelerates the degradation of PVC, long-term thermal stability performance is inadequate.
Urea pyrimidine is a kind of typical nitrogenous class organic compound.M.W.Sabaa of University of Cairo: Cairo, Egypt et al. discoveries bar
Than the heat stabilizer that appropriate acid and its derivative can be used as PVC, numerous studies have been carried out to nitrogenous class organic compound since then
(Sabaa M W,Mohamed N A,Khalil K D,et al.Polymer Degradation&Stability,2000,70
(2):121-133.).They have studied a series of barbital propylhomoserins and its derivative is used as the thermostabilization efficiency of hard PVC, hair
The different nitrogenous type organic of existing substituent group can selectively absorb HCl gases, but can all capture free radical or by itself
Steady component goes to replace unstable chlorine atom or be chemically bonded on unstable active site, reaches blocking conjugate sequence
Number inhibits coloring and zip mode to take off HCl.Meanwhile finding that these nitrogenous type organics when being compounded with various heat stabilizers, can produce
Raw good synergy, is the good auxiliary heat stabilizer of a kind of comprehensive performance.
Xu Xiao rocs et al. have studied several urea pyrimidines (dimethyl -6- semicarbazides pyrimidine, methyl -6- semicarbazides pyrimidine, first
Base -6- aminothiouracils) thermostabilization efficiency in hard PVC, find these types of urea pyrimidine with after calcium zinc composite usage, table
Reveal good synergistic effect (Xu, Xiaopeng, Chen, et al.Polymer Degradation＆Stability, 2013,
98(2):659-665.)。
CN201210375297.0 discloses a kind of preparation method of polychloroethylene heat stabilizer, and the invention is with 1,3- bis-
Methyl -6- semicarbazides pyrimidines are main stabilizer, and calcium stearate zinc and other auxiliary agents are compounded using the semicarbazides pyrimidine of more content
Organic environment-friendly compound stabilizer is made.
CN103183644A discloses a kind of urea pyrimidine zinc salt and its application as PVC heat stabilizer, the urea pyrimidine
For 2,4- dihydroxy-pyrimidines, dosage is that 100 parts of PVC add 0.1~5 mass parts, by by urea pyrimidine concentrated ammonia solution and nitre
The problems such as sour zinc reaction, then use isopropanol precipitating, ethyl alcohol washing, more, waste liquid amount that there are preparation sections is greatly and ammonium hydroxide smell weighs.
CN201710129132.8 discloses a kind of preparation method of modified magnesium zinc-aluminum hydrotalcite, using polyethylene glycol and urea
Pyrimidine is modified hydrotalcite, controls particle size to the cladding of magnesium zinc-aluminum hydrotalcite particle by polyethylene glycol, prevents from gathering
Collection has hydrotalcite surface further through addition the urea pyrimidine of the attached power of parent, reduces the increased dehydration energy of polyethylene glycol, the two
Coordinated effect reaches the stablizing effect for preferably improving magnesium zinc-aluminum hydrotalcite.
In the present invention as stated above, used semicarbazides pyrimidines belong to small molecule class compound, in application process
In, there are problems that being precipitated with PVC poor compatibilities, easy bloom, meanwhile preparation process is complicated, not environmentally or is difficult to simultaneous
Care for just performance steady in a long-term.
Invention content
In order to solve the above-mentioned technical problem, the purpose of the present invention is to provide a kind of semicarbazides pyrimidine maleic amide hydrochlorate and
Preparation method and polychloroethylene heat stabilizer.
The specific technical solution of the present invention is as follows：
A kind of semicarbazides pyrimidine maleic amide hydrochlorate, shown in structure such as general formula (I)：
Wherein, R1 and R2 is each independently selected from hydrogen, alkyl or substitution alkyl；
The Me is selected from Zn, Mg, Ca, Ba or Sn.
Further, the alkyl is preferably saturated straight chain or branch monovalence hydrocarbon containing 1~10 carbon atom.
The present invention also provides the preparation methods of above-mentioned semicarbazides pyrimidine maleic amide hydrochlorate, include the following steps：
A) under inert gas shielding environment, semicarbazides pyrimidines and maleic anhydride carry out heating reaction, obtain
First reaction product；
B) first reaction product and metallic compound carry out heating reaction in water entrainer, and it is phonetic to obtain the semicarbazides
Pyridine maleic amide hydrochlorate；
Wherein, the molar ratio of the semicarbazides pyrimidines, maleic anhydride and metallic compound is 1:1:1~
1.5:2:1。
Further, the semicarbazides pyrimidines are preferably 1,3- dialkyl group -6- semicarbazides pyrimidines.
Preferably, the temperature of step a) the heating reactions is 70~120 DEG C, and the reaction time is 2h~8h.
Preferably, the temperature of step b) the heating reactions is 90~130 DEG C, and the reaction time is 1h~4h.
Preferably, the metallic compound is metal oxide or its hydroxide；
The metal oxide is one or more in zinc oxide, magnesia, barium monoxide, calcium oxide and stannous oxide；
The hydroxide is one kind in zinc hydroxide, magnesium hydroxide, barium hydroxide, calcium hydroxide and stannous hydroxide
Or it is a variety of.
Preferably, the water entrainer accounts for the 5%~20% of the metal compound amount of substance；The water entrainer be hexamethylene or
Toluene.
The present invention also provides a kind of polychloroethylene heat stabilizers, including：Main stabilizer and auxiliary stabilizer；
The main stabilizer is aforementioned semicarbazides pyrimidine maleic amide hydrochlorate；The auxiliary stabilizer is selected from hydrotalcite, ring
It is one or more in oxygen soybean oil, phosphite ester and beta-diketon.
Preferably, based on 100 parts of polyvinyl chloride, 2~5 parts of the semicarbazides pyrimidine maleic amide hydrochlorate, the auxiliary is surely
Determine 1~3 part of agent.
It is furthermore preferred that the beta-diketon is dibenzoyl methane or stearoyl methane.
The present invention also provides a kind of pvc material, including aforementioned polychloroethylene heat stabilizer and lubricant and
Plasticizer；Based on 100 parts of polyvinyl chloride, 3~5 parts of the calcium carbonate, 1~3 part of the lubricant, 3~5 parts of the plasticizer；
The lubricant is one or more in stearic acid, calcium stearate and polyethylene wax；
The plasticizer is that dioctyl phthalate, diisooctyl adipate, Plexol 201 and oleic acid are different pungent
It is one or more in ester.
Thus, this application provides a kind of semicarbazides pyrimidine maleic amide hydrochlorates, shown in structure such as general formula (I), not only
HCl gases can be absorbed, capture free radical, displacement unstable chlorine, and carbon-carbon double bond on its strand, C=O bond can be with
Diels-Alder addition reactions occur for the double bond in polrvinyl chloride structure, are formed to destroy conjugate sequence, inhibit polyvinyl chloride
Further degradation and coloring, while by chemical bonding to PVC strands, the stability in product improves, and makes urea
Pyrimidine is not easy to be precipitated, and belongs to Mobyneb heat stabilizer, and has both first, effect steady in a long-term, can be used for solving existing thermostabilization
The problem of agent is precipitated with PVC poor compatibilities, easy bloom.Meanwhile the preparation method of above-mentioned semicarbazides pyrimidine maleic amide hydrochlorate,
Optimization simple for process, it is of low cost, it can be widely applied in industrial production.
Specific implementation mode
Below in conjunction with the embodiment of the present invention, technical scheme of the present invention is clearly and completely described, it is clear that
Described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based on the implementation in the present invention
Example, every other embodiment obtained by those of ordinary skill in the art without making creative efforts belong to
The scope of protection of the invention.
Embodiment 1
1, the preparation of semicarbazides pyrimidine maleamic acid zinc
After maleic anhydride (MAH) is poured into flask, heating stirring is simultaneously passed through nitrogen, and amino uracil chemical combination is then added
Object, temperature rise to 70 DEG C, react 8h；Then, metallic compound and hexamethylene is added, is warming up to 90 DEG C of reaction 4h, is dried in vacuo,
To obtain the final product.
Wherein, the reaction ratio of maleic anhydride and semicarbazides pyrimidines is 1:1, metallic compound and semicarbazides are phonetic
The molar ratio of pyridine class compound is 1:1, hexamethylene accounts for the 20% of metal compound amount of substance；
Semicarbazides pyrimidines are selected as 1,3- dialkyl group -6- semicarbazides pyrimidines；Metallic compound is selected as zinc oxide.
2, the preparation of polyvinyl chloride (PVC) material
Formula：100 parts of PVC, 3 parts of semicarbazides pyrimidine maleamic acid zinc, 2 parts of hydrotalcites, 1 part of stearic acid, 4 parts of carbonic acid
Calcium, 4 parts of dioctyl phthalates (DOP), number is parts by weight；
Raw material is weighed by formula, is uniformly mixed with blender, obtains PVC material 1.Then, with reference to standard GB/T/
T2917.1-2002 detects the performance of PVC material 1.Wherein, the Congo Red test that is generally used using PVC product industry is characterized
Static heat stability energy, and by torque rheology Experimental Characterization dynamic thermal stability energy and processing performance, test dynamic thermostabilization
Material temperature reaches 190 DEG C -195 DEG C during performance, and test result is as shown in Table 1 and Table 2.
Embodiment 2
1, the preparation of semicarbazides pyrimidine maleamic acid calcium
After maleic anhydride (MAH) is poured into flask, heating stirring is simultaneously passed through nitrogen, and amino uracil chemical combination is then added
Object, temperature rise to 90 DEG C, react 4h；Then, metallic compound and toluene is added, is warming up to 110 DEG C of reaction 2.5h, vacuum is dry
It is dry to get.
Wherein, the reaction ratio of maleic anhydride and semicarbazides pyrimidines is 2:1.5, metallic compound and semicarbazides
The molar ratio of pyrimidines is 1:1.5, toluene accounts for the 5% of metal compound amount of substance；Metallic compound is selected as calcium oxide.
2, the preparation of polyvinyl chloride (PVC) material
Formula：100 parts of PVC, 3 parts of semicarbazides pyrimidine maleamic acid calcium, 2 parts of hydrotalcites, 1 part of stearic acid, 4 parts of carbonic acid
Calcium, 4 parts of dioctyl phthalates (DOP), number is parts by weight；
Raw material is weighed by formula, is uniformly mixed with blender, obtains PVC material 2.Then, with reference to standard GB/T/
T2917.1-2002 detects the performance of PVC material 2.Wherein, the Congo Red test that is generally used using PVC product industry is characterized
Static heat stability energy, and by torque rheology Experimental Characterization dynamic thermal stability energy and processing performance, test dynamic thermostabilization
Material temperature reaches 190 DEG C -195 DEG C during performance, and test result is as shown in Table 1 and Table 2.
Embodiment 3
1, the preparation of semicarbazides pyrimidine maleamic acid tin
After maleic anhydride (MAH) is poured into flask, heating stirring is simultaneously passed through nitrogen, and amino uracil chemical combination is then added
Object, temperature rise to 120 DEG C, react 2h；Then, metallic compound and toluene is added, is warming up to 130 DEG C of reaction 1h, is dried in vacuo,
To obtain the final product.
Wherein, the reaction ratio of maleic anhydride and semicarbazides pyrimidines is 1:1.5, metallic compound and semicarbazides
The molar ratio of pyrimidines is 1:1.5, toluene accounts for the 10% of metal compound amount of substance；Metallic compound is selected as tin oxide.
2, the preparation of polyvinyl chloride (PVC) material
Formula：100 parts of PVC, 3 parts of semicarbazides pyrimidine maleamic acid tin, 2 parts of epoxidized soybean oils, 1 part of stearic acid, 4 parts of carbon
Sour calcium, 4 parts of dioctyl phthalates (DOP), number is parts by weight；
Raw material is weighed by formula, is uniformly mixed with blender, obtains PVC material 3.Then, with reference to standard GB/T/
T2917.1-2002 detects the performance of PVC material 3.Wherein, the Congo Red test that is generally used using PVC product industry is characterized
Static heat stability energy, and by torque rheology Experimental Characterization dynamic thermal stability energy and processing performance, test dynamic thermostabilization
Material temperature reaches 190 DEG C -195 DEG C during performance, and test result is as shown in Table 1 and Table 2.
Comparative example 1
Formula：100 parts of PVC, 3 parts of semicarbazides pyrimidine maleamic acids, 2 parts of hydrotalcites, 1 part of stearic acid, 4 parts of calcium carbonate,
4 parts of DOP.
Raw material is weighed by formula, is uniformly mixed with blender, comparison PVC material 1 is obtained.Then, with reference to standard GB/T/
The performance of T2917.1-2002 detection comparison PVC materials 1.Wherein, the Congo Red test generally used using PVC product industry come
Static heat stability energy is characterized, and by torque rheology Experimental Characterization dynamic thermal stability energy and processing performance, tests Dynamic Thermal
Material temperature reaches 190 DEG C -195 DEG C during stability, and test result is as shown in Table 1 and Table 2.
Comparative example 2
Formula：100 parts of PVC, 3 parts of semicarbazides pyrimidines, 2 parts of hydrotalcites, 1 part of stearic acid, 4 parts of calcium carbonate, 4 parts of DOP.
Raw material is weighed by formula, is uniformly mixed with blender, comparison PVC material 2 is obtained.Then, with reference to standard GB/T/
The performance of T2917.1-2002 detection comparison PVC materials 2.Wherein, the Congo Red test generally used using PVC product industry come
Static heat stability energy is characterized, and by torque rheology Experimental Characterization dynamic thermal stability energy and processing performance, tests Dynamic Thermal
Material temperature reaches 190 DEG C~195 DEG C during stability, and test result is as shown in Table 1 and Table 2.
Table 1
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Comparative example 1 | Comparative example 2 | |
| Time/min | 35 | 45 | 58 | 12 | 6 |
Table 2
Claims (10)
1. a kind of semicarbazides pyrimidine maleic amide hydrochlorate, which is characterized in that shown in its structure such as general formula (I)：
Wherein, R1 and R2 is each independently selected from hydrogen, alkyl or substitution alkyl；
The Me is selected from Zn, Mg, Ca, Ba or Sn.
2. the preparation method of semicarbazides pyrimidine maleic amide hydrochlorate described in claim 1, which is characterized in that including following step
Suddenly：
A) under inert gas shielding environment, semicarbazides pyrimidines and maleic anhydride carry out heating reaction, obtain first
Reaction product；
B) first reaction product and metallic compound carry out heating reaction in water entrainer, obtain the semicarbazides pyrimidine horse
Carry out amide hydrochlorate；
Wherein, the molar ratio of the semicarbazides pyrimidines, maleic anhydride and metallic compound is 1:1:1~1.5:2:1.
3. preparation method according to claim 2, which is characterized in that step a) it is described heating reaction temperature be 70~
120 DEG C, the reaction time is 2h~8h.
4. preparation method according to claim 2, which is characterized in that step b) it is described heating reaction temperature be 90~
130 DEG C, the reaction time is 1h~4h.
5. preparation method according to claim 2, which is characterized in that the metallic compound is metal oxide or its hydrogen
Oxide；
The metal oxide is one or more in zinc oxide, magnesia, barium monoxide, calcium oxide and stannous oxide；
The hydroxide is one kind or more in zinc hydroxide, magnesium hydroxide, barium hydroxide, calcium hydroxide and stannous hydroxide
Kind.
6. preparation method according to claim 2, which is characterized in that the water entrainer accounts for the metal compound amount of substance
5%~20%；
The water entrainer is hexamethylene or toluene.
7. a kind of polychloroethylene heat stabilizer, which is characterized in that including：Main stabilizer and auxiliary stabilizer；
The main stabilizer is semicarbazides pyrimidine maleic amide hydrochlorate described in claim 1；
The auxiliary stabilizer is one or more in hydrotalcite, epoxidized soybean oil, phosphite ester and beta-diketon.
8. polychloroethylene heat stabilizer according to claim 7, which is characterized in that based on 100 parts of polyvinyl chloride, the ammonia
2~5 parts of base urea pyrimidine maleic amide hydrochlorate, 1~3 part of the auxiliary stabilizer.
9. polychloroethylene heat stabilizer according to claim 7, which is characterized in that the beta-diketon is dibenzoyl methane
Or stearoyl methane.
10. a kind of pvc material, which is characterized in that including the polychloroethylene heat stabilizer described in claim 7, Yi Jirun
Lubrication prescription and plasticizer；Based on 100 parts of polyvinyl chloride, 3~5 parts of the calcium carbonate, 1~3 part of the lubricant, the plasticizer 3
~5 parts；
The lubricant is one or more in stearic acid, calcium stearate and polyethylene wax；
The plasticizer is in dioctyl phthalate, diisooctyl adipate, Plexol 201 and isooctyl oleate
It is one or more.
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| CN110330688A (en) * | 2019-06-03 | 2019-10-15 | 盐城市朗创新材料有限公司 | Dedicated stabilizer of charging pile cable and preparation method thereof |
| CN111592688A (en) * | 2020-05-28 | 2020-08-28 | 唐山师范学院 | Piperazine based amide acid salt heat stabilizer for PVC, preparation method thereof and PVC composite material |
| CN112341734A (en) * | 2020-11-30 | 2021-02-09 | 山东慧科助剂股份有限公司 | Environment-friendly nitrogen-containing organic zinc PVC heat stabilizer for transparent products and preparation method thereof |
| CN113061291A (en) * | 2021-03-24 | 2021-07-02 | 浙江工业大学 | Polyanion metal salt, preparation method thereof and heat stabilizer |
| CN113337054A (en) * | 2021-06-30 | 2021-09-03 | 汪知信 | High-strength heat-resistant PVC (polyvinyl chloride) foamed sheet and preparation method thereof |
| CN113444287A (en) * | 2021-06-23 | 2021-09-28 | 浙江宏天新材料科技有限公司 | Modified hydrotalcite, preparation method thereof, PVC heat stabilizer and application |
| CN114369067A (en) * | 2021-12-29 | 2022-04-19 | 广东科力新材料有限公司 | Acylamino uracil and preparation method and application thereof |
| CN114835651A (en) * | 2022-05-05 | 2022-08-02 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plates |
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Cited By (12)
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| CN110330688A (en) * | 2019-06-03 | 2019-10-15 | 盐城市朗创新材料有限公司 | Dedicated stabilizer of charging pile cable and preparation method thereof |
| CN110330688B (en) * | 2019-06-03 | 2021-10-29 | 盐城市朗创新材料有限公司 | Special environment-friendly stabilizer for charging pile cable and preparation method thereof |
| CN111592688A (en) * | 2020-05-28 | 2020-08-28 | 唐山师范学院 | Piperazine based amide acid salt heat stabilizer for PVC, preparation method thereof and PVC composite material |
| CN111592688B (en) * | 2020-05-28 | 2022-03-22 | 唐山师范学院 | Piperazine based amide acid salt heat stabilizer for PVC, preparation method thereof and PVC composite material |
| CN112341734A (en) * | 2020-11-30 | 2021-02-09 | 山东慧科助剂股份有限公司 | Environment-friendly nitrogen-containing organic zinc PVC heat stabilizer for transparent products and preparation method thereof |
| CN113061291A (en) * | 2021-03-24 | 2021-07-02 | 浙江工业大学 | Polyanion metal salt, preparation method thereof and heat stabilizer |
| CN113444287A (en) * | 2021-06-23 | 2021-09-28 | 浙江宏天新材料科技有限公司 | Modified hydrotalcite, preparation method thereof, PVC heat stabilizer and application |
| CN113337054A (en) * | 2021-06-30 | 2021-09-03 | 汪知信 | High-strength heat-resistant PVC (polyvinyl chloride) foamed sheet and preparation method thereof |
| CN113337054B (en) * | 2021-06-30 | 2022-07-15 | 广州欧宝新材料股份有限公司 | High-strength heat-resistant PVC (polyvinyl chloride) foamed sheet and preparation method thereof |
| CN114369067A (en) * | 2021-12-29 | 2022-04-19 | 广东科力新材料有限公司 | Acylamino uracil and preparation method and application thereof |
| CN114835651A (en) * | 2022-05-05 | 2022-08-02 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plates |
| CN114835651B (en) * | 2022-05-05 | 2023-08-29 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plate |
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