CN107189258A - A kind of preparation method of metal-based compound polychloroethylene heat stabilizer - Google Patents
A kind of preparation method of metal-based compound polychloroethylene heat stabilizer Download PDFInfo
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- CN107189258A CN107189258A CN201710451011.5A CN201710451011A CN107189258A CN 107189258 A CN107189258 A CN 107189258A CN 201710451011 A CN201710451011 A CN 201710451011A CN 107189258 A CN107189258 A CN 107189258A
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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
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/04—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C08L27/06—Homopolymers or copolymers of vinyl chloride
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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
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- C08K13/02—Organic and inorganic ingredients
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- C08K3/16—Halogen-containing compounds
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- C08K5/00—Use of organic ingredients
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- C08K5/05—Alcohols; Metal alcoholates
- C08K5/053—Polyhydroxylic alcohols
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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
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1515—Three-membered rings
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- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/156—Heterocyclic compounds having oxygen in the ring having two oxygen atoms in the ring
- C08K5/1575—Six-membered rings
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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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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Abstract
A kind of preparation method of metal-based compound polychloroethylene heat stabilizer, belongs to heat stabilizer preparing technical field.Comprise the following steps：Aliphatic acid, glacial acetic acid, the concentrated sulfuric acid and hydrogen peroxide are sequentially added in reaction vessel and stirred, epoxyfatty acid is prepared after reaction；Take epoxyfatty acid to add in reaction vessel, calcium oxide, solvent are hydrogenated with successively, after question response is finished, vacuum distillation is filtrated to get epoxyfatty acid calcium soap；Take epoxyfatty acid to add in reaction vessel, sequentially add zinc oxide, solvent, after question response is finished, vacuum distillation is filtrated to get epoxyfatty acid zinc soap；By the epoxyfatty acid metallic soap of preparation, Nd (ClO4)3, auxiliary heat stabilizer, phosphite ester and Isosorbide-5-Nitrae dioxane it is well mixed, final obtained metal-based compound polychloroethylene heat stabilizer.Preparation method of the present invention is simple, safety and environmental protection, and compared with similar products, advantageous in quality price, good market prospect, product has the features such as initial coloration is good, long-time stability are high.
Description
Technical field
The invention belongs to heat stabilizer preparing technical field, and in particular to a kind of metal-based compound polychloroethylene heat stabilizer
Preparation method.
Background technology
Polyvinyl chloride (PVC) is the big general-purpose plastics in third place in the world, and yield is only second to polyethylene (PE) and polypropylene (PP).
PVC is cheap, has the advantages that corrosion-resistant, ageing-resistant, good mechanical performance, electrical insulating property are good and fire-retardant, its product is wide
It is general to be applied to the industries such as building, chemical industry, electrical equipment.But contain the shakinesses such as branch point, double bond and initiator residue in PVC molecular structures
Determine factor, be extremely easy in decomposition under the effect of heated and oxygen, aggravation is especially decomposed at high temperature, release substantial amounts of hydrogen chloride, color adds
It is deep, mechanical property reduction, or even moment charing is until lose use value.
Therefore, heat stabilizer must be used when PVC is processed, traditional PVC heat stabilizer has：Lead salt type thermal stabilizing agent, have
Machine tin type thermal stabilizing agent, organic antimony type thermal stabilizing agent and metal soap thermal stabilizerses.
Though lead salt type thermal stabilizing agent is with excellent thermal stability, toxicity is big, is detrimental to health, at home and abroad one
A little fields are progressively prevented or restricted from using.Organic tin stabilizer is widely used in transparent PVC production of articles, but price compared with
Costliness, product has peculiar smell, while harmful to human central nervous.Antimony organic class stabilizer do not only have certain toxicity and weatherability,
The product transparency is poor.Metal soap will generally be used cooperatively, and easily be separated out during processing.Terres rares compound stabilizer combination property
Preferably, be used widely in recent years, but as the compounds such as cadmium, cerium are also toxic, in portioned product production using also by
One definite limitation, thus exploitation and develop nontoxic, efficient, inexpensive heat stabilizer turn into PVC manufacture fields in one compel to be essential
The problem to be solved.
The content of the invention
The technical problem of solution：For above-mentioned technical problem, it is steady that the present invention provides a kind of metal-based compound polyvinyl chloride heat
Determine the preparation method of agent, product has initial coloration good, the features such as long-time stability are high.
Technical scheme：A kind of preparation method of metal-based compound polychloroethylene heat stabilizer, the preparation method include with
Lower step：(1) 100~150mL aliphatic acid, 15~20g glacial acetic acid, 2~4g concentrated sulfuric acids and 80~100mL hydrogen peroxide are added successively
Enter in reaction vessel and stir, be warming up to 55~65 DEG C of 30~60min of reaction, after question response is finished, vacuum distillation removes anti-
The water that should be generated, filtering point liquid obtains epoxyfatty acid；
(2) epoxyfatty acid for taking 0.1~0.3mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially add 20~
30g calcium hydroxides, 150~200mL1,4- dioxane are warming up to 110~120 DEG C of 2.5~3h of isothermal reaction after stirring,
After question response is finished, vacuum distillation extracts Isosorbide-5-Nitrae-dioxane and water, is filtrated to get epoxyfatty acid calcium soap；
(3) epoxyfatty acid for taking 0.1~0.3mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially add 20~
30g zinc oxide, 150~200mL1,4- dioxane are warming up to 110~120 DEG C of 2.5~3h of isothermal reaction, treated after stirring
After completion of the reaction, vacuum distillation, extracts Isosorbide-5-Nitrae-dioxane and water, is filtrated to get epoxyfatty acid zinc soap；
(4) epoxyfatty acid metallic soap, the 0.1~0.5g Nd (ClO for preparing step (2) and step (3)4)3, 5~12g it is auxiliary
Help heat stabilizer, 4~8g phosphite esters and 40~50mL Isosorbide-5-Nitraes-dioxane well mixed, react 1 at 80~95 DEG C~
1.5h, is finally made metal-based compound polychloroethylene heat stabilizer.
Preferably, in the step (1) by 125mL aliphatic acid, 17g glacial acetic acid, the 3g concentrated sulfuric acids and 90mL hydrogen peroxide according to
Stirred in secondary addition reaction vessel, be warming up to 60 DEG C of reaction 45min.
Preferably, the epoxyfatty acid for taking 0.2mol to generate in the step (2), which is washed with water to neutrality, adds reaction
In container, 25g calcium hydroxides, 170mL1 are sequentially added, 4- dioxane is warming up to 115 DEG C of isothermal reactions after stirring
2.5h。
Preferably, the epoxyfatty acid for taking 0.2mol to generate in the step (3), which is washed with water to neutrality, adds reaction
In container, 25g zinc oxide, 170mL1 are sequentially added, 4- dioxane is warming up to 115 DEG C of isothermal reaction 2.5h after stirring.
Preferably, the epoxyfatty acid metallic soap, the 0.4g that prepare step (2) and step (3) in the step (4)
Nd(ClO4)3, 10g auxiliary heat stabilizers, 6g phosphite esters and 45mL Isosorbide-5-Nitraes-dioxane it is well mixed, react 1h at 90 DEG C.
Preferably, auxiliary heat stabilizer is pentaerythrite, bipentaerythrite or polyvinyl alcohol in the step (4).
Beneficial effect：(1) preparation method of the present invention is simple, safety and environmental protection, compared with similar products, in quality price
On advantageous, good market prospect；(2) product has the features such as initial coloration is good, long-time stability are high；(3) using static
Congo red method carries out performance test, and static heat-stable time is 70min, when being tested using static heat ageing oven method, until
55min just begins to change into faint yellow, starts blackening during 90min.
Embodiment
Embodiment 1
A kind of preparation method of metal-based compound polychloroethylene heat stabilizer, the preparation method comprises the following steps：(1) will
100mL aliphatic acid, 15g glacial acetic acid, the 2g concentrated sulfuric acids and 80mL hydrogen peroxide are sequentially added in reaction vessel and stirred, and are warming up to 55
DEG C reaction 30min, after question response is finished, vacuum distillation removes the water that dereaction is generated, and filtering point liquid obtains epoxyfatty acid；(2)
Take 0.1mol generate epoxyfatty acid be washed with water to neutrality add reaction vessel in, sequentially add 20g calcium hydroxides,
150mL1,4- dioxane, are warming up to 110 DEG C of isothermal reaction 2.5h after stirring, after question response is finished, vacuum distillation is taken out
Except Isosorbide-5-Nitrae-dioxane and water, epoxyfatty acid calcium soap is filtrated to get；
(3) epoxyfatty acid for taking 0.1mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially adds 20g oxidations
Zinc, 150mL1,4- dioxane are warming up to 110 DEG C of isothermal reaction 2.5h after stirring, after question response is finished, vacuum distillation,
Isosorbide-5-Nitrae-dioxane and water are extracted, epoxyfatty acid zinc soap is filtrated to get；
(4) epoxyfatty acid metallic soap, the 0.1g Nd (ClO for preparing step (2) and step (3)4)3, 5g pentaerythrites, 4g
Phosphite ester and 40mL Isosorbide-5-Nitraes-dioxane are well mixed, and 1h is reacted at 80 DEG C, finally obtained metal-based compound polyvinyl chloride heat
Stabilizer.
Performance test：Prepare PVC samples：Weigh 50gPVC, 22g terephthalic acid (TPA) dibutyl ester, the above-mentioned metal-based compounds of 3g
Polychloroethylene heat stabilizer, will be added in torque rheometer after its at room temperature high speed machine mixing 5min, in 165 DEG C of plasticizings
Taken out after 3min, using compact hot press in the film after 1.5mm is made at 175 DEG C, using static congo red method to preparation
PVC samples carry out performance test, and method of testing is according to GB/T2917.1-2002, and test temperature is 185 DEG C, when static thermally-stabilised
Between be 60min.When carrying out the test of static heat ageing oven method, until 50min just begins to change into faint yellow, start change during 80min
It is black.
Commercially available same type liquid stabilisers (German bear board product) gather metal-based compound with reference to above-mentioned performance test step
Vinyl chloride heat stabilizer changes German bear board product into, and other steps are constant, and congo red method static state heat-stable time is 30min, is entered
When row static heat ageing oven method is tested, until 40min begins to change into faint yellow, start blackening during 70min.
Embodiment 2
A kind of preparation method of metal-based compound polychloroethylene heat stabilizer, the preparation method comprises the following steps：(1) will
150mL aliphatic acid, 20g glacial acetic acid, the 4g concentrated sulfuric acids and 100mL hydrogen peroxide are sequentially added in reaction vessel and stirred, and are warming up to
65 DEG C of reaction 60min, after question response is finished, vacuum distillation removes the water that dereaction is generated, and filtering point liquid obtains epoxyfatty acid；
(2) epoxyfatty acid for taking 0.3mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially adds 30g hydroxides
Calcium, 200mL1,4- dioxane are warming up to 120 DEG C of isothermal reaction 3h after stirring, after question response is finished, vacuum distillation is taken out
Except Isosorbide-5-Nitrae-dioxane and water, epoxyfatty acid calcium soap is filtrated to get；
(3) epoxyfatty acid for taking 0.3mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially adds 30g oxidations
Zinc, 200mL1,4- dioxane are warming up to 120 DEG C of isothermal reaction 3h after stirring, after question response is finished, vacuum distillation is taken out
Except Isosorbide-5-Nitrae-dioxane and water, epoxyfatty acid zinc soap is filtrated to get；
(4) epoxyfatty acid metallic soap, the 0.5g Nd (ClO for preparing step (2) and step (3)4)3, 12g bipentaerythrites,
8g phosphite esters and 50mL Isosorbide-5-Nitraes-dioxane are well mixed, and 1.5h is reacted at 95 DEG C, finally obtained metal-based compound polychlorostyrene second
Alkene heat stabilizer.
Performance test：Prepare PVC samples：Weigh 50gPVC, 22g terephthalic acid (TPA) dibutyl ester, the above-mentioned metal-based compounds of 3g
Polychloroethylene heat stabilizer, will be added in torque rheometer after its at room temperature high speed machine mixing 5min, in 165 DEG C of plasticizings
Taken out after 3min, using compact hot press in the film after 1.5mm is made at 175 DEG C, using static congo red method to preparation
PVC samples carry out performance test, and method of testing is according to GB/T2917.1-2002, and test temperature is 185 DEG C, when static thermally-stabilised
Between be 65min.When carrying out the test of static heat ageing oven method, until 52min just begins to change into faint yellow, start change during 85min
It is black.
Commercially available same type liquid stabilisers (German bear board product) gather metal-based compound with reference to above-mentioned performance test step
Vinyl chloride heat stabilizer changes German bear board product into, and other steps are constant, and congo red method static state heat-stable time is 30min, is entered
When row static heat ageing oven method is tested, until 40min begins to change into faint yellow, start blackening during 70min.
Embodiment 3
A kind of preparation method of metal-based compound polychloroethylene heat stabilizer, the preparation method comprises the following steps：(1) will
125mL aliphatic acid, 17g glacial acetic acid, the 3g concentrated sulfuric acids and 90mL hydrogen peroxide are sequentially added in reaction vessel and stirred, and are warming up to 60
DEG C reaction 45min, after question response is finished, vacuum distillation removes the water that dereaction is generated, and filtering point liquid obtains epoxyfatty acid；
(2) epoxyfatty acid for taking 0.2mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially adds 25g hydroxides
Calcium, 170mL1,4- dioxane are warming up to 115 DEG C of isothermal reaction 2.5h after stirring, after question response is finished, vacuum distillation,
Isosorbide-5-Nitrae-dioxane and water are extracted, epoxyfatty acid calcium soap is filtrated to get；
(3) epoxyfatty acid for taking 0.2mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially adds 25g oxidations
Zinc, 170mL1,4- dioxane are warming up to 115 DEG C of isothermal reaction 2.5h after stirring, after question response is finished, vacuum distillation,
Isosorbide-5-Nitrae-dioxane and water are extracted, epoxyfatty acid zinc soap is filtrated to get；
(4) epoxyfatty acid metallic soap, the 0.4g Nd (ClO for preparing step (2) and step (3)4)3, 10g polyvinyl alcohol, 6g
Phosphite ester and 45mL Isosorbide-5-Nitraes-dioxane are well mixed, and 1h is reacted at 90 DEG C, finally obtained metal-based compound polyvinyl chloride heat
Stabilizer.
Performance test：Prepare PVC samples：Weigh 50gPVC, 22g terephthalic acid (TPA) dibutyl ester, the above-mentioned metal-based compounds of 3g
Polychloroethylene heat stabilizer, will be added in torque rheometer after its at room temperature high speed machine mixing 5min, in 165 DEG C of plasticizings
Taken out after 3min, using compact hot press in the film after 1.5mm is made at 175 DEG C, using static congo red method to preparation
PVC samples carry out performance test, and method of testing is according to GB/T2917.1-2002, and test temperature is 185 DEG C, when static thermally-stabilised
Between be 70min.When carrying out the test of static heat ageing oven method, until 55min just begins to change into faint yellow, start change during 90min
It is black.
Commercially available same type liquid stabilisers (German bear board product) gather metal-based compound with reference to above-mentioned performance test step
Vinyl chloride heat stabilizer changes German bear board product into, and other steps are constant, and congo red method static state heat-stable time is 30min, is entered
When row static heat ageing oven method is tested, until 40min begins to change into faint yellow, start blackening during 70min.
Claims (6)
1. a kind of preparation method of metal-based compound polychloroethylene heat stabilizer, it is characterised in that the preparation method include with
Lower step：（1）100 ~ 150 mL aliphatic acid, 15 ~ 20 g glacial acetic acid, 2 ~ 4 g concentrated sulfuric acids and 80 ~ 100 mL hydrogen peroxide are added successively
Enter in reaction vessel and stir, be warming up to 55 ~ 65 DEG C of 30 ~ 60 min of reaction, after question response is finished, vacuum distillation removes dereaction
The water of generation, filtering point liquid obtains epoxyfatty acid；
（2）The epoxyfatty acid for taking 0.1 ~ 0.3 mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially add 20 ~
30 g calcium hydroxides, 150 ~ 200 mL1,4- dioxane are warming up to 110 ~ 120 DEG C of 2.5 ~ 3h of isothermal reaction after stirring,
After question response is finished, vacuum distillation extracts Isosorbide-5-Nitrae-dioxane and water, is filtrated to get epoxyfatty acid calcium soap；
（3）The epoxyfatty acid for taking 0.1 ~ 0.3 mol to generate, which is washed with water to neutrality, to be added in reaction vessel, sequentially add 20 ~
30 g zinc oxide, 150 ~ 200 mL1,4- dioxane are warming up to 110 ~ 120 DEG C of 2.5 ~ 3h of isothermal reaction, treated after stirring
After completion of the reaction, vacuum distillation, extracts Isosorbide-5-Nitrae-dioxane and water, is filtrated to get epoxyfatty acid zinc soap；
（4）By step（2）And step（3）Epoxyfatty acid metallic soap, the 0.1 ~ 0.5g Nd (ClO of preparation4)3, 5 ~ 12g auxiliary heat
Stabilizer, 4 ~ 8g phosphite esters and 40 ~ 50mL Isosorbide-5-Nitraes-dioxane are well mixed, and 1 ~ 1.5h, final system are reacted at 80 ~ 95 DEG C
Obtain metal-based compound polychloroethylene heat stabilizer.
2. a kind of preparation method of metal-based compound polychloroethylene heat stabilizer according to claim 1, it is characterised in that
The step（1）It is middle that 125 mL aliphatic acid, 17 g glacial acetic acid, the 3 g concentrated sulfuric acids and 90 mL hydrogen peroxide are sequentially added into reaction vessel
In stir, be warming up to 60 DEG C reaction 45 min.
3. a kind of preparation method of metal-based compound polychloroethylene heat stabilizer according to claim 1, it is characterised in that
The step（2）In take 0.2 mol generate epoxyfatty acid be washed with water to neutrality add reaction vessel in, sequentially add 25
G calcium hydroxides, 170 mL1,4- dioxane are warming up to 115 DEG C of h of isothermal reaction 2.5 after stirring.
4. a kind of preparation method of metal-based compound polychloroethylene heat stabilizer according to claim 1, it is characterised in that
The step（3）In take 0.2 mol generate epoxyfatty acid be washed with water to neutrality add reaction vessel in, sequentially add 25
G zinc oxide, 170 mL1,4- dioxane are warming up to 115 DEG C of h of isothermal reaction 2.5 after stirring.
5. a kind of preparation method of metal-based compound polychloroethylene heat stabilizer according to claim 1, it is characterised in that
The step（4）It is middle by step（2）And step（3）The epoxyfatty acid metallic soap of preparation, 0.4 g Nd (ClO4)3, 10 g auxiliary
Heat stabilizer, 6 g phosphite esters and 45 mL Isosorbide-5-Nitraes-dioxane are well mixed, and 1 h is reacted at 90 DEG C.
6. a kind of preparation method of metal-based compound polychloroethylene heat stabilizer according to claim 1, it is characterised in that
The step（4）Middle auxiliary heat stabilizer is pentaerythrite, bipentaerythrite or polyvinyl alcohol.
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