CN108047611A - A kind of PVC composition for including ester plasticizer - Google Patents
A kind of PVC composition for including ester plasticizer Download PDFInfo
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- CN108047611A CN108047611A CN201810001942.XA CN201810001942A CN108047611A CN 108047611 A CN108047611 A CN 108047611A CN 201810001942 A CN201810001942 A CN 201810001942A CN 108047611 A CN108047611 A CN 108047611A
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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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- 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
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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Abstract
The present invention provides a kind of PVC composition for including ester plasticizer, including following component：PVC100 parts, 38 parts of heat stabilizer, 20 60 parts of ester plasticizer, 5 10 parts of extender plasticizer, 25 parts of processing aid, 0.5 5 parts of light stabilizer, 5 15 parts of impact modifier, the ester plasticizer are obtained by the way that following (a) is made to be reacted with (b)：(a) alcohol mixture, by being made with reaction of the average carbon number for the mixture more than 10 to the alcohol less than 12, the average carbon number is determined by following formula：
Description
Technical field
The present invention relates to a kind of ester plasticizer and include the PVC composition of the ester plasticizer.
Background technology
Plasticizer is the additive of flexibility, flexibility and the plasticity or mobility that increase material, is led to using plasticizer
It is commonly used to change the thermoplasticity scope of plastics to lower temperature, so as to obtain under lower processing and use temperature range
Required elastic property, at present it is soft/half soft PVC product be plasticizer major consumers direction.Current main-stream plasticizer from
Classification of chemical structure has aliphatic dibasic acid ester, Phthalates (including phthalate, terephthalate
Class), benzene polyacid esters, benzoates, polyalcohol esters, citric acid ester type, polyesters etc. it is a variety of, however these products or
Harmful or processability, cold resistance, volatile los, migration loss, heat due to environmental hormone destruction internal system
Stability etc. has limitation on product physical property is improved.Forward position research bag in relation to small molecular ester plasticizer at present
It includes：CN107250098A discloses a kind of ester plasticizer, can be obtained by the way that following (a) is made to be reacted with (b)：(a) alcohol mixture,
It is based on alcohol mixture total weight based on ethyl hexanol that alcohol mixture total weight is 20-50 weight %, (ii) it includes (i)
The propyl enanthol of 40-64 weight %, (iii) are based on other alcohol that alcohol mixture total weight is 0-20 weight %；(b) polybasic carboxylic acid
Or its acid anhydrides.
CN106164164A discloses vinyl chloride resin plasticizer, contains by by polybasic carboxylic acid (A) and alcohol (B)
Non- phthalic acid system ester (C) obtained from reaction, wherein：(i) polybasic carboxylic acid (A) be selected from by alicyclic dicarboxylic acid,
Polycarboxylic compounds in the group of aromatic tricarboxylic acid and their derivative composition；(ii) alcohol (B) is to contain C9 saturations
Aliphatic alcohol makees representative examples of saturated aliphatic alcohol (B1) as main component；(iii) the representative examples of saturated aliphatic alcohol (B1) contains 60 weight %
Above 9 representative examples of saturated aliphatic alcohol (B1-1) of straight chain C and the branch C9 representative examples of saturated aliphatic alcohol (B1-2) of below 40 weight %；(iv) institute
The straight chain rate for stating alcohol (B1) is more than 60%；And (v) described non-phthalic acid system ester (C) is contained substantially no by by adjacent benzene
Diformazan acid compound or derivatives thereof and phthalic acid system ester obtained from the alkylol reaction with less than 8 carbon atoms.
CN107011535A discloses a kind of mixture of the triisopentyl ester of the trimellitic acid comprising isomeric pentyls, wherein
The isomeric pentyls connected in the ester admixture are branched more than 5 moles of %；They have polymerizeing with PVC and containing PVC
The excellent compatibility of object simultaneously shows relatively low migration aptitude simultaneously.
CN 107250099A disclose a kind of ester plasticizer composition, contain following compound：
[chemical formula 1]
Wherein, in chemical formula 1, R is butyl or isobutyl group.
However the studies above volatile los, migration loss and thermal stability and with the processability of resin, absorption rate, cold-resistant
Improvement in terms of the various physical properties such as property, tensile strength and elongation is not still into such as people's will.
The content of the invention
In order to solve the above technical problems, the present invention provides a kind of ester composition, the plasticising of the ester composition is included
Agent composition and a kind of chlorine-containing resin composition (particularly PVC composition).The technical difficulty of the present invention is synthesizing ester
The selection of alkylol during compound, as mentioned by foregoing Background Section, the alkane of ester plasticizer in the prior art
Base alcohol carbon number is generally less than 9, and to use single alkylol synthetic ester as mainstream, a small number of compounding use alkylols
When average carbon atom number again smaller than 9, although reason is the ester plasticizer volatilization of 9 or more carbon atom alkyl alcohol synthesis
Property reduce, but mechanical property is bad；In addition, although there is semiempirical theory in plasticizer field, but predictability is not strong, this is also
Restrict the bottleneck of plasticizer exploitation.Inventor is found surprisingly that in research, is a alkane of 9-12 when using average carbon atom number
During base alcohol synthesizing ester plasticizer, mechanical property, cold tolerance, low volatility of gained PVC composition etc. have significant
Improve, technical solution of the present invention is as follows：
1. a kind of PVC composition, including following component：PVC100 parts, 3-8 parts of heat stabilizer, 20-60 parts of ester plasticizer,
5-10 parts of extender plasticizer, 2-5 parts of processing aid, 0.5-5 parts of light stabilizer, impact modifier is several, the ester plasticizer
It is obtained by the way that following (a) is made to be reacted with (b)：
(a) alcohol mixture is described flat by being made with reaction of the average carbon number for the mixture more than 10 to the alcohol less than 12
Equal carbon number is determined by following formula：
Wherein XiIt is the molfraction of alcohol (i)；CniRepresent the carbon number in alcohol (i)；J is the most low-carbon in the alcohol radical of the ester
Number and it must be at least 8；Z is the highest carbon number in alcohol and up to 15；And at least 4 kinds or more of alkylol mixes,
Preferably at least 5 kinds or more of alkylol mixing；
(b) polybasic carboxylic acid or its acid anhydrides, the polybasic carboxylic acid are selected from by mellitic acid, trimellitic acid, pyromellitic acid, and benzene connects three
The position isomer of acid, trimesic acid, naphthalenetricarboxylic acid, anthracene tricarboxylic acid, biphenyl tricarboxylic acid and its mixture and above-mentioned acid forms
Group.
2. PVC composition as described in claim 1, it is characterised in that the polybasic carboxylic acid is trimellitic acid.
3. PVC composition as described in claim 1, it is characterised in that the polybasic carboxylic acid is pyromellitic acid.
4. PVC composition as described in claim 1, it is characterised in that the j is at least 9.
5. PVC composition as described in claim 1, it is characterised in that the z is at most 14.
6. PVC composition as described in claim 1, it is characterised in that the content of branched-chain alcoho is 15-70% in the alcohol.
7. PVC composition as claimed in claim 6, it is characterised in that the content of branched-chain alcoho is 15-60% in the alcohol, excellent
It is 15-35% to select content.
8. PVC composition as described in claim 1, it is characterised in that the extender plasticizer includes epoxidized soybean oil, fat
Fat acid binary alcohol esters, any one in polyesters plasticizer or its combination.
9. PVC composition as described in claim 1, it is characterised in that the heat stabilizer includes calcium zinc heat stabilizer, has
Machine tin heat stabilizer.
10. PVC composition as described in claim 1, it is characterised in that the impact modifier include MBS, CPE, ACR,
Any one in ABS, EPDM or its combination, dosage can be 5-15 parts.
11. a kind of PVC product is molded to obtain by any one of the claim 1-10 PVC compositions；The PVC systems
Product can be that products, the forming methods such as film, sheet material, tubing include：Extrusion molding, injection molding, compression molding, blowing
Shaping, tape casting etc..
Advantageous effect
The present invention provides a kind of ester compositions, can be used as plasticizer, and applicant has surprisingly found that chloride when being used for
There is improved mechanical property and cold tolerance during resin combination (particularly PVC composition), particularly waved with relatively low
Volatility, for example, softening temperature can between -42~-48 DEG C, 175 DEG C, 60min volatile quantities between 1.2-2.5%, 175
DEG C, 60min volatile quantities are between 3.2-4.8%.
Specific embodiment
Ester type compound of the present invention is the core for realizing the present invention, as is well known, acid and alcohol
Esterification is the basic reaction of the field of chemical synthesis, and generally comprise a) will substantially be made of acid constituents or its acid anhydride and alkoxide component
Mixture be heated to seething with excitement in the reaction region in the presence of esterification catalyst, b) steam comprising alcohol and water passed through into rectifying point
The fraction that from the fraction to be rich in alcohol and the fraction rich in water and c) will be enriched in alcohol is back in reaction zone, and will be enriched in water
Fraction is discharged from technique, and the synthesis of ester composition of the present invention is also in compliance with aforesaid operations.
The esterification catalyst includes acidic catalyst, amphoteric catalyst.The acidic catalyst, such as inorganic acid such as sulphur
Acid and phosphoric acid；Organic sulfonic acid, such as methanesulfonic acid and p-methyl benzenesulfonic acid；The amphoteric catalyst is changed including titanium compound, tin (IV)
Close object or zirconium compounds, such as tetraalkoxy titanium, such as four titanium butoxides and tin oxide (IV).With acid constituents (or acid anhydride) and alcohol
On the basis of the sum of component, esterification catalyst dosage, it typically is 0.05-5 weight %, are preferably 0.1-2 weight %.Below with tool
Body embodiment further illustrates the present invention.
Preparation example 1-8：The synthesis of ester composition
The rate of charge as described in table 1 weighs alcohol-based mixtures, acid compounds, adds in 0.5wt% ethanedioic acid stannous catalyst, slowly
It is heated to flowing back, starts to be evaporated under reduced pressure 6h after 0.5h, when acid value is down to below 0.8, reduce heating temperature, further reduce true
Reciprocal of duty cycle so as to remove unreacted alcohols, however is neutralized, filtered, washing, desolventizing.It should be noted that preparation example is denoted as Ax,
It prepares comparative example and is denoted as Acx, wherein x is experiment numbers；Application Example records Sx, and application implementation comparative example is denoted as Scx, wherein
X numbers for application examples.
1 preparation example 1-8's of table feeds intake
Application Example
Take PVC100 parts, 3 parts of calcium zinc stabilizer, 5 parts of epoxidized soybean oil, ACR2 parts, 2 parts of light stabilizer, the ester that preparation example obtains
40 parts of class plasticizer composition, batch mixing, by double screw extruder, extrusion molding obtains 3mm pressing plates at 170 DEG C after mixing, right
The parameters such as 100% stretch modulus of product, intensity, elongation at break, softening temperature, volatile quantity are measured (each sample measurement
It is averaged afterwards three times).The middle stretch modulus of above-mentioned performance, intensity, the assay method of elongation at break be it is well known in the art,
Therefore repeat no more；It is tested for softening temperature, is to have prepared sample by 5 individually to stay 3 minutes at a certain temperature, then hits
It hits, and measures the temperature of 3 in 5 samples of damage；For volatile quantity, will be placed at a set temperature on the sample of preparation
After stipulated time, measure the weight of sample, wherein volatile los (%)=[(example weight after original specimen weight-work)/
Original specimen weight] x100%.
2 Application Example performance test of table
As can be seen from Table 2, Application Example is in mechanical property (100% stretch modulus, intensity, elongation at break), cold resistance
(softening temperature), volatile quantity etc. have excellent improvement effect, and it 9 or so (is 8.98 in Ac1 to be with average carbon atom number
It is a) ester plasticizer composition compare, mechanical property, cold tolerance, volatile performance, which have, to be significantly improved, such as softening temperature
Can between -42~-48 DEG C, 175 DEG C, 60min volatile quantities between 1.2-2.5%, 175 DEG C, 60min volatile quantities are in 3.2-
Between 4.8%.
Claims (10)
1. a kind of PVC composition, including following component：PVC100 parts, 3-8 parts of heat stabilizer, 20-60 parts of ester plasticizer,
5-10 parts of extender plasticizer, 2-5 parts of processing aid, 0.5-5 parts of light stabilizer, 5-15 parts of impact modifier, the esters plasticising
Agent is obtained by the way that following (a) is made to be reacted with (b)：
(a) alcohol mixture is described flat by being made with reaction of the average carbon number for the mixture more than 10 to the alcohol less than 12
Equal carbon number is determined by following formula：
<mrow>
<msub>
<mi>C</mi>
<mi>n</mi>
</msub>
<mo>=</mo>
<mfrac>
<mrow>
<munderover>
<mi>&Sigma;</mi>
<mrow>
<mi>i</mi>
<mo>=</mo>
<mi>j</mi>
</mrow>
<mrow>
<mi>i</mi>
<mo>=</mo>
<mi>z</mi>
</mrow>
</munderover>
<msub>
<mi>X</mi>
<mi>i</mi>
</msub>
<msub>
<mi>Cn</mi>
<mi>i</mi>
</msub>
</mrow>
<mrow>
<munderover>
<mi>&Sigma;</mi>
<mrow>
<mi>i</mi>
<mo>=</mo>
<mi>j</mi>
</mrow>
<mrow>
<mi>i</mi>
<mo>=</mo>
<mi>z</mi>
</mrow>
</munderover>
<msub>
<mi>X</mi>
<mi>i</mi>
</msub>
</mrow>
</mfrac>
</mrow>
Wherein XiIt is the molfraction of alcohol (i)；CniRepresent the carbon number in alcohol (i)；J is the most low-carbon in the alcohol radical of the ester
Number and it must be at least 8；Z is the highest carbon number in alcohol and up to 15；And at least 4 kinds or more of alkylol mixes,
Preferably at least 5 kinds or more of alkylol mixing；
(b) polybasic carboxylic acid or its acid anhydrides, the polybasic carboxylic acid are selected from by mellitic acid, trimellitic acid, pyromellitic acid, and benzene connects three
The position isomer of acid, trimesic acid, naphthalenetricarboxylic acid, anthracene tricarboxylic acid, biphenyl tricarboxylic acid and its mixture and above-mentioned acid forms
Group.
2. PVC composition as described in claim 1, it is characterised in that the polybasic carboxylic acid is trimellitic acid.
3. PVC composition as described in claim 1, it is characterised in that the polybasic carboxylic acid is pyromellitic acid.
4. PVC composition as described in claim 1, it is characterised in that the j is at least 9.
5. PVC composition as described in claim 1, it is characterised in that the z is at most 14.
6. PVC composition as described in claim 1, it is characterised in that the content of branched-chain alcoho is 15-70% in the alcohol.
7. PVC composition as claimed in claim 6, it is characterised in that the content of branched-chain alcoho is 15-60% in the alcohol, is preferably contained
It measures as 15-35%.
8. PVC composition as described in claim 1, it is characterised in that the extender plasticizer includes epoxidized soybean oil, aliphatic acid
Any one in binary alcohol esters, tributyl 2-acetylcitrate, polyesters plasticizer or its combination；The heat stabilizer includes calcium zinc
Heat stabilizer, organo-tin het stabilizer.
9. PVC composition as described in claim 1, it is characterised in that the impact modifier include MBS, CPE, ACR, ABS,
Any one in EPDM or its combination.
10. a kind of PVC product is molded to obtain by any one of the claim 1-9 PVC compositions.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202010164277.3A CN111187477B (en) | 2018-01-02 | 2018-01-02 | PVC composition containing ester plasticizer |
| CN201810001942.XA CN108047611B (en) | 2018-01-02 | 2018-01-02 | PVC composition containing ester plasticizer |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810001942.XA CN108047611B (en) | 2018-01-02 | 2018-01-02 | PVC composition containing ester plasticizer |
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| CN202010164277.3A Division CN111187477B (en) | 2018-01-02 | 2018-01-02 | PVC composition containing ester plasticizer |
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| CN108047611A true CN108047611A (en) | 2018-05-18 |
| CN108047611B CN108047611B (en) | 2020-08-04 |
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| CN201810001942.XA Active CN108047611B (en) | 2018-01-02 | 2018-01-02 | PVC composition containing ester plasticizer |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111058294A (en) * | 2018-10-17 | 2020-04-24 | 贝内克-长顺汽车内饰材料（张家港）有限公司 | Skin layer composition, foamed layer composition and low-odor PVC artificial leather prepared from same |
| CN111471252A (en) * | 2020-05-25 | 2020-07-31 | 江苏大海塑料股份有限公司 | Environment-friendly migration-resistant PVC (polyvinyl chloride) film for packaging home textile products and production process thereof |
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| JP2017048308A (en) * | 2015-09-02 | 2017-03-09 | 新日本理化株式会社 | Plasticizer for vinyl chloride resin containing trimellitic acid triester |
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| EP0334847A1 (en) * | 1986-10-24 | 1989-10-04 | Allied Corporation | Polyester composition containing an ester of an ethoxylated aromatic alcohol |
| KR20110008631A (en) * | 2009-07-20 | 2011-01-27 | 에스케이이노베이션 주식회사 | Ester based plasticizer |
| CN101993548A (en) * | 2010-09-30 | 2011-03-30 | 浙江嘉澳环保科技股份有限公司 | Environment-friendly composite plasticizer and preparation method |
| KR20140027014A (en) * | 2012-08-23 | 2014-03-06 | 주식회사 엘지화학 | Plasticizer composition |
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| CN103012150A (en) * | 2012-12-27 | 2013-04-03 | 江南大学 | Method for preparing plasticizer 1, 2, 4-benzenetricarboxylicacid tris(2-propyl heptyl) ester |
| TWI654177B (en) * | 2013-10-31 | 2019-03-21 | 德商巴斯夫歐洲公司 | Process for preparing carboxylic acid esters and use thereof as plasticizer |
| CN107922700A (en) * | 2015-08-19 | 2018-04-17 | Dic株式会社 | Vinyl chloride resin plasticizer, vinyl chloride resin composition, harness and instrument board |
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| CN103391930A (en) * | 2011-02-24 | 2013-11-13 | 赢创奥克森诺有限责任公司 | C11-c13 dialkyl esters of furandicarboxylic acid as softeners |
| CN107250098A (en) * | 2014-12-02 | 2017-10-13 | 埃默里油脂化学有限公司 | Ester plasticiser based on ethyl hexanol and propyl enanthol |
| JP2017048308A (en) * | 2015-09-02 | 2017-03-09 | 新日本理化株式会社 | Plasticizer for vinyl chloride resin containing trimellitic acid triester |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111058294A (en) * | 2018-10-17 | 2020-04-24 | 贝内克-长顺汽车内饰材料（张家港）有限公司 | Skin layer composition, foamed layer composition and low-odor PVC artificial leather prepared from same |
| CN111471252A (en) * | 2020-05-25 | 2020-07-31 | 江苏大海塑料股份有限公司 | Environment-friendly migration-resistant PVC (polyvinyl chloride) film for packaging home textile products and production process thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN108047611B (en) | 2020-08-04 |
| CN111187477A (en) | 2020-05-22 |
| CN111187477B (en) | 2022-03-15 |
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