CN110105622A - A kind of high-performance composite thermal stabilizer - Google Patents
A kind of high-performance composite thermal stabilizer Download PDFInfo
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- CN110105622A CN110105622A CN201910357483.3A CN201910357483A CN110105622A CN 110105622 A CN110105622 A CN 110105622A CN 201910357483 A CN201910357483 A CN 201910357483A CN 110105622 A CN110105622 A CN 110105622A
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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
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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
- C08K5/04—Oxygen-containing compounds
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/098—Metal salts of carboxylic 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
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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
- C08K2201/014—Additives containing two or more different additives of the same subgroup in C08K
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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
Abstract
The present invention relates to plastic additive technical fields, specifically disclose a kind of high-performance composite thermal stabilizer.The high-performance composite thermal stabilizer, the raw material comprising following parts by weight: 2,5- 2~4 parts of thiophenedicarboxylic acid methyl esters；1~2 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；Calcium salt or 3~6 parts of zinc salt stabilizer.The high-performance composite thermal stabilizer is a kind of composite thermal stabilizer completely newly formed, which employs complete newfound 2 with thermostable effect, 5- thiophenedicarboxylic acid methyl esters makees ingredient with 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate, while being used cooperatively calcium salt or zinc salt stabilizer；Three, which is applied in combination, can generate cooperation thermal stabilization effect.
Description
Technical field
The present invention relates to plastic additive technical fields, and in particular to a kind of high-performance composite thermal stabilizer.
Background technique
Heat stabilizer is one of important class in plastic processing additives, is mainly used in polyvinyl chloride resin processing.Polyvinyl chloride resin glass
77~90 DEG C of glass temperature, 170 DEG C or so start to decompose, poor to the stability of heat, at 100 DEG C or more, will decompose and generate
Hydrogen chloride；Therefore, it must be added to heat stabilizer in polyvinyl chloride resin process.
Common PVC heat stabilizer has lead salt compound stabilizer, organic tin stabilizer and calcium-zinc composite stabilizing agent.But
Lead salt compound stabilizer, organic tin stabilizer have certain toxicity, and calcium-zinc composite stabilizing agent is a kind of good nontoxic
Stabilizer, heat stabilization are equivalent to lead salt stabilizer, are widely used.In field of plastics processing, auxiliary agent
Additive amount can influence the performance of plastics less as far as possible to avoid addition auxiliary agent；Developing high performance auxiliary agent is that this field is studied always
Direction.Therefore, in heat stabilizer technical field, the type of heat stabilizer is on the one hand widened, heat stabilizer is on the other hand improved
Thermal stability, have great importance for the processing of plastics.
Summary of the invention
Primary technical problem to be solved by this invention is to provide thiophenic acid esters compound in preparing stabilizer
Using.
Another technical problem to be solved by this invention is to provide a kind of high-performance composite thermal stabilizer, and described is compound
Heat stabilizer has excellent thermal stability.
Above-mentioned technical problem to be solved by this invention, is achieved by the following technical programs:
The present invention provides application of the thiophenic acid esters compound as PVC heat stabilizer, the thiophenic acid esters
Compound is selected from 2,5- thiophenedicarboxylic acid methyl esters and/or 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene
Ethyl formate.
The present invention is for the first time research shows that 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- in thiophenic acid esters compound
Cyano -3- (2- ethyoxyl -2- oxoethyl) two kinds of compounds of -2- thiophene ethyl formate have preferable heat stabilization；Its
The thermostable effect having more than calcium zinc stabilizer is added in PVC plastic.The present invention provides 2,5- thiophenedicarboxylic acid methyl esters and
The completely new application of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) two kinds of compounds of -2- thiophene ethyl formate, is opened up
The wide selection source of heat stabilizer.
Preferably, the thiophenic acid esters compound is selected from 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -
3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate；The 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyanogen
The weight consumption ratio of base -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate is 2~4:1.
Most preferably, 2, the 5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) -2- thiophene ethyl formate weight consumption ratio be 3:1.
The present invention also provides a kind of high-performance composite thermal stabilizers, and it includes 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4-
Cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate and calcium salt and/or zinc salt stabilizer.
The present invention further study showed that, 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2-
Oxoethyl) -2- thiophene ethyl formate is used in conjunction with each other with calcium salt and/or zinc salt stabilizer, by intermolecular between them
Complementation, the effect of mutual cooperation thermal stabilization is generated, to obtain the higher heat stabilizer of performance.
Preferably, the high-performance composite thermal stabilizer, the raw material comprising following parts by weight:
2~4 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1~2 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
Calcium salt or 3~6 parts of zinc salt stabilizer.
Most preferably, the high-performance composite thermal stabilizer, the raw material comprising following parts by weight:
3 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
Calcium salt or 4 parts of zinc salt stabilizer.
Preferably, the high-performance composite thermal stabilizer, the raw material comprising following parts by weight:
2~4 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1~2 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
2~3 parts of calcium salt stabilizer；
2~3 parts of zinc salt stabilizer.
Most preferably, the high-performance composite thermal stabilizer, the raw material comprising following parts by weight:
3 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
2 parts of calcium salt stabilizer；
2 parts of zinc salt stabilizer.
Preferably, the calcium salt is calcium stearate.
Preferably, the calcium salt is zinc stearate.
The utility model has the advantages that (1) present invention firstly provides 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- second
Oxygroup -2- oxoethyl) two kinds of compounds of -2- thiophene ethyl formate completely new application, widened heat stabilizer selection come
Source；(2) secondly, the present invention provides the high-performance composite thermal stabilizer that one kind completely newly forms, 2,5- thiophenedicarboxylic acid therein
Methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate and calcium salt and/or zinc salt are stablized
Cooperation thermal stabilization effect can be generated between agent, and then obtains high performance composite thermal stabilizer.
Specific embodiment
The present invention is explained further below in conjunction with specific embodiment, but embodiment does not do any type of limit to the present invention
It is fixed.
The preparation of 1 high-performance composite thermal stabilizer of embodiment
Parts by weight composition: 3 parts of 2,5- thiophenedicarboxylic acid methyl esters；5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) 1 part of -2- thiophene ethyl formate；4 parts of calcium stearate.
Preparation method: by 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -
2- thiophene ethyl formate and calcium stearate are uniformly mixed up to the high-performance composite thermal stabilizer.
The preparation of 2 high-performance composite thermal stabilizer of embodiment
Parts by weight composition: 2 parts of 2,5- thiophenedicarboxylic acid methyl esters；5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) 1 part of -2- thiophene ethyl formate；3 parts of calcium stearate.
Preparation method: by 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -
2- thiophene ethyl formate and calcium stearate are uniformly mixed up to the high-performance composite thermal stabilizer.
The preparation of 3 high-performance composite thermal stabilizer of embodiment
Parts by weight composition: 4 parts of 2,5- thiophenedicarboxylic acid methyl esters；5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) 1 part of -2- thiophene ethyl formate；6 parts of calcium stearate.
Preparation method: by 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -
2- thiophene ethyl formate and calcium stearate are uniformly mixed up to the high-performance composite thermal stabilizer.
The preparation of 4 high-performance composite thermal stabilizer of embodiment
Parts by weight composition: 3 parts of 2,5- thiophenedicarboxylic acid methyl esters；5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) 1 part of -2- thiophene ethyl formate；4 parts of zinc stearate.
Preparation method: by 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -
2- thiophene ethyl formate and zinc stearate are uniformly mixed up to the high-performance composite thermal stabilizer.
The preparation of 5 high-performance composite thermal stabilizer of embodiment
Parts by weight composition: 3 parts of 2,5- thiophenedicarboxylic acid methyl esters；5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) 1 part of -2- thiophene ethyl formate；2 parts of calcium stearate；2 parts of zinc stearate.
Preparation method: by 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -
2- thiophene ethyl formate, calcium stearate and zinc stearate are uniformly mixed up to the high-performance composite thermal stabilizer.
The preparation of 1 composite thermal stabilizer of comparative example
Parts by weight composition: 3 parts of 2,5- thiophenedicarboxylic acid methyl esters；4 parts of calcium stearate.
Preparation method: by 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate and firmly
Resin acid calcium is uniformly mixed up to the composite thermal stabilizer.
The preparation of 2 composite thermal stabilizer of comparative example
Parts by weight composition: 1 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
4 parts of calcium stearate.
Preparation method: by 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate and firmly
Resin acid calcium is uniformly mixed up to the composite thermal stabilizer.
The preparation of 3 composite thermal stabilizer of comparative example
Parts by weight composition: 3 parts of 2,5- thiophenedicarboxylic acid methyl esters；5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) 1 part of -2- thiophene ethyl formate.
Preparation method: by 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) the uniformly mixed composite thermal stabilizer to obtain the final product of -2- thiophene ethyl formate.
6 heat stability testing of embodiment
The compound thermal that high-performance composite thermal stabilizer that Examples 1 to 5 is prepared, comparative example 1~3 are prepared is steady
Determine agent, 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate,
Calcium stearate and zinc stearate and PVC be by weight 1:99 than mixed at high speed 3min after, in 180~190 DEG C in plasticator
On sufficiently plasticate, be prepared into PVC material 1~12.
PVC material 1~12 is subjected to static and dynamic thermal stability time test.The specific method is as follows: according to GB2917-
PVC heat stability testing method-congo red method as defined in 1982, in 190 DEG C of progress static heat stability tests.According to torque flow
Become instrument experiment and carries out dynamic thermal stability test under the conditions of 190 DEG C.Test result is shown in Table 1:
1. heat stability testing result of table
2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- ethoxy it can be seen from 1 test data of table
Base -2- oxoethyl) -2- thiophene ethyl formate static state heat-stable time and dynamic heat-stable time be above calcium stearate or hard
Resin acid zinc.This illustrates 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene
Pheno Ethyl formate is for having excellent thermostable effect to PVC in PVC.
The high-performance composite thermal stabilizer that Examples 1 to 5 is prepared, when static heat-stable time and dynamic thermostabilization
Between 100 or more, and 2,5- thiophene two is significantly larger than used alone in its static heat-stable time and dynamic heat-stable time
Methyl formate, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate, calcium stearate or tristearin
Sour zinc.This illustrates 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene first
Acetoacetic ester and calcium stearate or zinc stearate are applied in combination, and can cooperate between them, and collaboration generates thermostable effect.
The thermostable effect and exclusive use 2,5- thiophene diformazan for the composite thermal stabilizer being prepared from comparative example 1~3
Sour methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate or calcium stearate are compared, and
It acts synergistically without generating.This illustrates 2,5- thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxo second
Base) one of -2- thiophene ethyl formate ingredient and calcium stearate are applied in combination can not generate cooperation thermal stabilization effect；2,5-
Thiophenedicarboxylic acid methyl esters and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate are applied in combination
Cooperation thermal stabilization effect can not be generated.Only in 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -3- (2- ethyoxyl -
2- oxoethyl) -2- thiophene ethyl formate and calcium stearate three could cooperate with generation thermostable effect when being applied in combination simultaneously.
Claims (10)
1. thiophenic acid esters compound is in the application as PVC heat stabilizer, which is characterized in that the thiophenic acid esters
Compound is selected from 2,5- thiophenedicarboxylic acid methyl esters and/or 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene
Ethyl formate.
2. application according to claim 1, which is characterized in that the thiophenic acid esters compound is selected from 2,5- thiophene
Dicarboxylic acid methyl ester and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate；The 2,5- thiophene
The weight consumption of pheno dicarboxylic acid methyl ester and 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate
Than for 2~4:1.
3. application according to claim 2, which is characterized in that 2, the 5- thiophenedicarboxylic acid methyl esters and 5- amino -4-
The weight consumption ratio of cyano -3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate is 3:1.
4. a kind of high-performance composite thermal stabilizer, which is characterized in that include 2,5- thiophenedicarboxylic acid methyl esters, 5- amino -4- cyano -
3- (2- ethyoxyl -2- oxoethyl) -2- thiophene ethyl formate and calcium salt and/or zinc salt stabilizer.
5. high-performance composite thermal stabilizer according to claim 4, which is characterized in that the raw material comprising following parts by weight:
2~4 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1~2 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
Calcium salt or 3~6 parts of zinc salt stabilizer.
6. high-performance composite thermal stabilizer according to claim 5, which is characterized in that the raw material comprising following parts by weight:
3 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
Calcium salt or 4 parts of zinc salt stabilizer.
7. high-performance composite thermal stabilizer according to claim 4, which is characterized in that the raw material comprising following parts by weight:
2~4 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1~2 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
2~3 parts of calcium salt stabilizer；
2~3 parts of zinc salt stabilizer.
8. high-performance composite thermal stabilizer according to claim 7, which is characterized in that the raw material comprising following parts by weight:
3 parts of 2,5- thiophenedicarboxylic acid methyl esters；
1 part of -2- thiophene ethyl formate of 5- amino -4- cyano -3- (2- ethyoxyl -2- oxoethyl)；
2 parts of calcium salt stabilizer；
2 parts of zinc salt stabilizer.
9. the described in any item high-performance composite thermal stabilizers of claim 4~8, which is characterized in that the calcium salt is tristearin
Sour calcium.
10. the described in any item high-performance composite thermal stabilizers of claim 4~8, which is characterized in that the calcium salt is tristearin
Sour zinc.
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Cited By (1)
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| CN112457523A (en) * | 2020-12-18 | 2021-03-09 | 威海市正旺塑业有限公司 | High-stability and high-plasticity composite PVC (polyvinyl chloride) processing aid and preparation method thereof |
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| CN112457523A (en) * | 2020-12-18 | 2021-03-09 | 威海市正旺塑业有限公司 | High-stability and high-plasticity composite PVC (polyvinyl chloride) processing aid and preparation method thereof |
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