CN101987888B - Polyalcohol benzoate plasticizer - Google Patents

Polyalcohol benzoate plasticizer Download PDF

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CN101987888B
CN101987888B CN2009103053480A CN200910305348A CN101987888B CN 101987888 B CN101987888 B CN 101987888B CN 2009103053480 A CN2009103053480 A CN 2009103053480A CN 200910305348 A CN200910305348 A CN 200910305348A CN 101987888 B CN101987888 B CN 101987888B
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glycol dibenzoate
softening agent
mass fraction
benzoic
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CN101987888A (en
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杜林海
陈德东
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CHENGDE YAEN SCIENCE AND TECHNOLOGY INDUSTRY Co Ltd
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CHENGDE YAEN SCIENCE AND TECHNOLOGY INDUSTRY Co Ltd
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Abstract

The invention discloses a polyalcohol benzoate plasticizer. The plasticizer mainly comprises the following components in part by mass: 20 to 80 parts of di(ethylene glycol)dibenzoate, 20 to 80 parts of dipropylene glycol dibenzoate, 0 to 20 parts of glycerol tribenzoate and/or 0 to 20 parts of glycol dibenzoate, wherein the total mass part of the di(ethylene glycol)dibenzoate and the dipropylene glycol dibenzoate is 100; and the total mass part of the glycerol tribenzoate and the glycol dibenzoate is between 0.5 and 20. In the plasticizer, a plurality of polyalcohol benzoate components are mixed and compounded and achieve a synergistic effect with one another and the using amount of each component is decreased, so that the defect of poor performance or high price of single polyalcohol benzoate is overcome and the plasticizer can be easily accepted by the market; the plasticizer has equivalent plasticizing performance to that of dioctyl phthalate (DOP), superior oil resistance, solvent resistance and the like to those of the DOP and can be fully taken as a plasticizer instead of the DOP in a large scale; moreover, various components are nontoxic raw materials and are accordant with the requirements of environmental protection regulations.

Description

A kind of DEDB softening agent
Technical field
The invention belongs to the rubber ingredients technical field of material science and technology fine chemistry industry, especially a kind of DEDB softening agent.
Background technology
Softening agent is the maximum auxiliary agent of consumption during plastic working such as PVC is produced, if without softening agent, it is very hard, frangible that PVC will become, and can't satisfy the pliability or the snappiness requirement of plastics in the productive life.Softening agent can be widely used in makes electric wire and cable jacket, leatheroid, agricultural film, calendered film, foam article, floor and laminated product, sole, sheet material, pavement, plastic floor and asbestos floor, disc and film sheet base, tubing, foam materials, moldings such as pouring piece and injection member etc., in coating, tackiness agent, pigment and spices, also can make softening agent and use.DOP (DOP) is the most frequently used a kind of in the conventional plasticizers, and DOP had reached 2,000,000 tons at the consumption of Chinese market in 2008, and annual market capacity is about 20,000,000,000 Renminbi.But DOP also is simultaneously a kind of tool poison hazardous substances, and its main harm is to influence upgrowth and development of children.
Played formal enforcement " European Union registers, assesses, authorizes the rules of restriction about chemical " (being called for short the REACH rules) on June 1st, 2009; Further improved European Union's chemical import threshold, REACH control is that, tool toxicity big by quantity, detrimental substance begin in proper order.1400 kinds of tool toxicity, hazardous property are arranged in the basic chemical substance of kind more than 30,000 approximately, be called high pay close attention to material (Substance of Very High Concern, SVHC).SVHC is meant that the scientific evidence proof may cause the material (like endocrine regulation) of serious harm to " environment " or " human health ".
Finally announce first wave height and pay close attention to the material short-list in the REACH instruction down of attracting attention of many institutes, wherein electronics industry brominated flame retardant (BFR), phthalic ester (Phthalates) and arsenic compound commonly used is by included.
From long-range viewed; The increasingly high productive life of Along with people's needs, the needs of health care; People more and more tends to use green product little to environmental influence, that be harmless to the health, and its demand will significantly rise, and the market of environment-friendly plasticizer will be more and more wide.
At present, the novel environment-friendly softening agent that can be used for alternative phthalic ester plasticizer of existing report mainly contains two kinds of benzoates plasticizers: diethylene glycol dibenzoate (DEDB) and dipropylene glycol benzoic ether (DPGDB).Although these two kinds of softening agent have obtained respectively using more widely,, use these two kinds of products as softening agent separately, its shortcoming also is apparent in view.
The wetting ability of diethylene glycol dibenzoate (DEDB) is strong, meets water and is prone to emulsification, and volatility is bigger; Smell is big, and is slightly poor with consistency and the weather resistance of PVC, when addition is big; Product surface is separated out obviously; Can not in the PVC soft goods, substitute DOP fully, can only replace about 30% of DOP, can not be used for the soft system of PVC separately; In addition, the zero pour of diethylene glycol dibenzoate (DEDB) is high, and is greater than 16 ℃, relatively more difficult when use winter.
Although consistency and the good endurance of dipropylene glycol dibenzoate (DPGDB) and PVC can replace DOP to be used for the PVC soft goods fully, volatility is bigger, and the smell is awful, brings difficulty to use; In addition, costing an arm and a leg of the starting material dipropylene glycol (DPG) of dipropylene glycol dibenzoate (DPGDB) causes product price significantly to rise, and the market acceptance is poor.
Also have on the market diethylene glycol dibenzoate (DEDB) and dipropylene glycol dibenzoate (DPGDB) are simply mixed the product that sell the back in 1: 1 ratio; But after both simple mixing; Product performance change not obvious; And the product volatility increases on the contrary, and water-fast extractable increases, and weather resistance does not improve yet.In the prior art also not to interacting between the various softening agent and the research and the report of influence.
Summary of the invention
The purpose of this invention is to provide a kind of new DEDB softening agent, it is composite to select suitable nontoxic DEDB to mix, and both can substitute DOP fully, satisfies the demand of environmental protection; Can reduce the product volatility again, and be superior to DOP aspect oil-proofness and the solvent resistance, improve durability of product; Also can reduce cost.
In order to realize the foregoing invention purpose, the technical scheme that the present invention adopts is following:
A kind of DEDB softening agent, main ingredient comprises: diethylene glycol dibenzoate, dipropylene glycol dibenzoate, also comprise USP Kosher three benzoic ethers and/or ethylene glycol bisthioglycolate benzoic ether, wherein, the ratio of quality and the number of copies of each component is for example following:
Diethylene glycol dibenzoate: 20-80 part,
Dipropylene glycol dibenzoate: 20-80 part,
Mass fraction summation in above-mentioned diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of all the other components is:
USP Kosher three benzoic ethers: 0-20 part,
The ethylene glycol bisthioglycolate benzoic ether: 0-20 part,
The mass fraction sum of USP Kosher three benzoic ethers and ethylene glycol bisthioglycolate benzoic ether is 0.5-20 part.
Can be preferred, still the mass fraction summation in above-mentioned diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, the mass fraction of all the other components is:
USP Kosher three benzoic ethers: 0-15 part,
The ethylene glycol bisthioglycolate benzoic ether: 0-15 part,
The mass fraction sum of USP Kosher three benzoic ethers and ethylene glycol bisthioglycolate benzoic ether is 0.5-15 part.
Also can be further preferred, can also contain in the above-mentioned DEDB softening agent in other DEDBs such as tetramethylolmethane four benzoic ethers, Xylitol benzoic ether, Sorbitol Powder benzoic ether any one or more than one.
Still the mass fraction summation in above-mentioned diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of all the other components can be preferably:
Tetramethylolmethane four benzoic ethers: 0.1-10 part;
Xylitol benzoic ether: 0.1-10 part;
Sorbitol Powder benzoic ether: 0.1-10 part.
Various components described in the present invention are respectively the DEDBs with following structural formula:
Diethylene glycol dibenzoate:
Figure G200910305348020090807D000031
Dipropylene glycol dibenzoate:
Figure G200910305348020090807D000032
USP Kosher three benzoic ethers:
Figure G200910305348020090807D000033
The ethylene glycol bisthioglycolate benzoic ether:
Figure G200910305348020090807D000034
Tetramethylolmethane four benzoic ethers:
Figure G200910305348020090807D000041
The Xylitol benzoic ether:
Figure G200910305348020090807D000042
The Sorbitol Powder benzoic ether:
Figure G200910305348020090807D000051
In the present invention, it is composite to adopt multiple DEDB to mix, because the wetting ability and the oleophilicity of each DEDB are all inequality; Its volatility, also inequality with consistency and the weather resistance of PVC will make various components produce synergistic effect each other, will let various performances incremental; Change step by step, powerful each other influence, it is little to reach the product volatility; With consistency and the good endurance of PVC, make the both water-fast extraction of PVC plasticising soft goods, oil resistant is extracted out again.And the effect each other of different DEDBs can be positive, useful, mutually promotes; Also possibly be negative, deleterious, mutual interferential.Therefore, the selection of DEDB kind and proportioning thereof are most important.
The contriver researchs and analyses and repeatedly contrast experiment through deep, has confirmed above-mentioned suitable DEDB kind and proportioning thereof.Wherein:
Diethylene glycol dibenzoate and dipropylene glycol dibenzoate are staple, and the two each other can be arbitrarily than mixing, but take all factors into consideration and all the other components between synergy and cost factor etc., be advisable with the proportional range that the present invention confirms;
USP Kosher three benzoic ethers and/or ethylene glycol bisthioglycolate benzoic ether are important ancillary component, can improve the consistency of softening agent and PVC after the adding, reduce plasticizer volatility, improve the water tolerance and the oil-proofness of goods, thereby improve durability of products etc.
DEDB softening agent of the present invention can obtain through several different methods, and the simplest method can be got various components and expected to mix to get final product according to described mass fraction ratio; Also can obtain through alternate manner, as: calculate the ratio of various corresponding polyvalent alcohols earlier, mix required polyvalent alcohol, common and phenylformic acid carries out esterification, and reaction product is described DEDB softening agent.
Compared with prior art, the invention has the beneficial effects as follows:
(1), with after the multiple DEDB component mixing; Produce synergistic effect each other; And reduced the consumption of each component, can effectively suppress the defective of each component, given full play to the advantage of each component simultaneously; Overcome single DEDB poor performance (as diethylene glycol dibenzoate, with PVC consistency and poor durability), or the shortcoming of cost an arm and a leg (high) like dipropylene glycol dibenzoate, cost, accepted by market easily.
(2), the plasticising performance is suitable with DOP, the product volatility is little, with consistency and the good endurance of PVC, makes the both water-fast extraction of PVC plasticising soft goods, oil resistant is extracted out again; And be superior to DOP greatly at aspects such as oil-proofness and solvent resistances, can substitute DOP fully and use in a large number as softening agent.
(3), used various DEDBs are poisonous material, can be accepted by European Union and the U.S. etc., meet the requirement of environmental regulation.
Embodiment
Below in conjunction with embodiment the present invention is made further detailed description.But should this be interpreted as that the scope of the above-mentioned theme of the present invention only limits to following embodiment.
The contriver has manufactured experimently the many batches of softening agent that different component DEDBs are formed, and measures the correlated performance parameter of each Comparative Examples and each embodiment sample and several comparative example according to following method:
(1), softening agent volatilization loss:
87 ℃, through the volatilization loss amount (activated carbon method) of 24 hours softening agent.
(2), water-fast extraction loss:
Add the softening agent and 4% calcium-zinc composite stabilizing agent of PVC quality 67%, process the thick moulding sheet of 1mm, in 50 ℃ water, soaked 24 hours the loss amount of softening agent.
(3), anti-gasoline is extracted loss out:
Add the softening agent and 4% calcium-zinc composite stabilizing agent of PVC quality 67%, process the thick moulding sheet of 1mm, in 23 ℃ gasoline, soaked 4 days the loss amount of softening agent.
(4), curved circle consistency:
Add the softening agent and 4% calcium-zinc composite stabilizing agent of PVC quality 67%, process sample, press ASTM, the consistency of D3291 test softening agent and PVC.
(5), plasticizing efficiency:
Add the DOP and 4% calcium-zinc composite stabilizing agent of PVC quality 67%, process sample, the hardness of measurement is standard hardness.The ratio of other plasticizer dosage and DOP consumption * 100% is plasticizing efficiency when reaching same rigidity.
Comparative Examples 1
As softening agent, prepare above-mentioned several the performances of sample test with DOP.
Comparative Examples 2
As softening agent, prepare above-mentioned several the performances of sample test with diethylene glycol dibenzoate.
Comparative Examples 3
As softening agent, prepare above-mentioned several the performances of sample test with dipropylene glycol dibenzoate.
Comparative Examples 4
With diethylene glycol dibenzoate and 1: 1 mixture of dipropylene glycol dibenzoate as softening agent, above-mentioned several the performances of preparation sample test.
Embodiment 1
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
65 parts of diethylene glycol dibenzoates, 35 parts of dipropylene glycol dibenzoates, 0.5 part of USP Kosher three benzoic ether.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 2
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
56 parts of glycol ether dibenzoic acids, 44 parts of dipropylene glycol dibenzoates, 15 parts of USP Kosher three benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 3
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
60 parts of glycol ether dibenzoic acids, 40 parts of dipropylene glycol dibenzoates, 20 parts of USP Kosher three benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 4
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
48 parts of glycol ether dibenzoic acids, 52 parts of dipropylene glycol dibenzoates, 0.5 part of ethylene glycol bisthioglycolate benzoic ether.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 5
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
55 parts of glycol ether dibenzoic acids, 45 parts of dipropylene glycol dibenzoates, 15 parts of ethylene glycol bisthioglycolate benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 6
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
50 parts of glycol ether dibenzoic acids, 50 parts of dipropylene glycol dibenzoates, 20 parts of ethylene glycol bisthioglycolate benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 7
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
57 parts of glycol ether dibenzoic acids, 43 parts of dipropylene glycol dibenzoates, 3 parts of ethylene glycol bisthioglycolate benzoic ethers, 5 parts of USP Kosher three benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 8
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
80 parts of glycol ether dibenzoic acids, 20 parts of dipropylene glycol dibenzoates, 5 parts of USP Kosher three benzoic ethers, 10 parts of tetramethylolmethane benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 9
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
20 parts of glycol ether dibenzoic acids, 80 parts of dipropylene glycol dibenzoates, 6 parts of USP Kosher three benzoic ethers, 3 parts of Xylitol benzoic ethers, 4 parts of Sorbitol Powder benzoic ethers.
Method for making: get various DEDBs (buying from market respectively), each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 10
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
62 parts of glycol ether dibenzoic acids, 38 parts of dipropylene glycol dibenzoates, 7 parts of ethylene glycol bisthioglycolate benzoic ethers, 2 parts of tetramethylolmethane benzoic ethers, 1 part of Xylitol benzoic ether.
Method for making: the DEDB of earlier synthetic various single components, then that each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 11
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
49 parts of glycol ether dibenzoic acids, 51 parts of dipropylene glycol dibenzoates, 9 parts of ethylene glycol bisthioglycolate benzoic ethers, 3 parts of Sorbitol Powder benzoic ethers.
Method for making: the DEDB of earlier synthetic various single components, then that each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 12
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
53 parts of glycol ether dibenzoic acids, 47 parts of dipropylene glycol dibenzoates, 4 parts of ethylene glycol bisthioglycolate benzoic ethers, 7 parts of USP Kosher three benzoic ethers, 2 parts of Xylitol benzoic ethers.
Method for making: the DEDB of earlier synthetic various single components, then that each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 13
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
50 parts of glycol ether dibenzoic acids, 50 parts of dipropylene glycol dibenzoates, 3 parts of USP Kosher three benzoic ethers, 1 part of tetramethylolmethane benzoic ether, 2 parts of Xylitol benzoic ethers, 1 part of Sorbitol Powder benzoic ether.
Method for making: the DEDB of earlier synthetic various single components, then that each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Embodiment 14
The present embodiment softening agent is made up of the component of following ratio of quality and the number of copies:
50 parts of glycol ether dibenzoic acids, 50 parts of dipropylene glycol dibenzoates, 4 parts of ethylene glycol bisthioglycolate benzoic ethers, 2 parts of tetramethylolmethane benzoic ethers, 1 part of Xylitol benzoic ether, 3 parts of Sorbitol Powder benzoic ethers.
Method for making: the DEDB of earlier synthetic various single components, then that each component is even by said mixed, get final product.
Prepare above-mentioned several the performances of sample test with this softening agent.
Each properties of sample parameter testing result such as the below table 1 of above-mentioned Comparative Examples 1-4 and embodiment 1-14:
Each properties of sample parameter testing result of table 1 Comparative Examples and embodiment
Sequence number Sample Volatilization loss % Water-fast extraction loss % Anti-gasoline is extracted loss % out Plasticizing efficiency Consistency
1 Comparative Examples 1 4.5 0.01 44 100 Compatible, do not separate out
2 Comparative Examples 2 5.5 0.75 3.4 102 The surface moderate is separated out
3 Comparative Examples 3 7.9 0.45 2.9 101 Compatible, do not separate out
4 Comparative Examples 4 9.4 1.75 3.2 100 Compatible, do not separate out
5 Embodiment 1 4.3 0.3 2.5 101 Compatible, do not separate out
6 Embodiment 2 3.6 0.25 2.4 100 Compatible, do not separate out
7 Embodiment 3 3.2 0.25 2.5 99 Compatible, do not separate out
8 Embodiment 4 4.2 0.31 2.7 98 Compatible, do not separate out
9 Embodiment 5 3.5 0.26 2.3 102 Compatible, do not separate out
10 Embodiment 6 3.2 0.24 2.4 100 Compatible, do not separate out
11 Embodiment 7 2.1 0.16 2.1 101 Compatible, do not separate out
12 Embodiment 8 2.2 0.17 2.2 100 Compatible, do not separate out
13 Embodiment 9 2.3 0.18 2.3 99 Compatible, do not separate out
14 Embodiment 10 2.2 0.15 2.3 99 Compatible, do not separate out
15 Embodiment 11 2.4 0.17 2.2 100 Compatible, do not separate out
16 Embodiment 12 1.9 0.15 2.2 102 Compatible, do not separate out
17 Embodiment 13 2.2 0.18 2.3 100 Compatible, do not separate out
18 Embodiment 14 2.4 0.17 2.2 99 Compatible, do not separate out
Embodiment MV 2.8 0.21 2.3 100
Embodiment MV: the various performance parameters MV that refers to embodiment 1-14.
Through the test result analysis of table 1, the mixing of multiple DEDB is composite, and plasticizing efficiency and DOP are suitable; Improved the consistency of softening agent and PVC; Reduced plasticizer volatility, obviously improved the water tolerance and the oil-proofness of goods, thereby improved durability of products.Can know that from the MV of each embodiment the gasoline sucrose extraction of DEDB softening agent of the present invention has only 5.2% of DOP, volatilization loss has only 62% of DOP, and plasticizing efficiency is then suitable with DOP.Water-fast extractable also was mixed with very big raising in simple 1: 1 than diethylene glycol dibenzoate and dipropylene glycol dibenzoate.

Claims (6)

1. DEDB softening agent; It is characterized in that: its main ingredient comprises: diethylene glycol dibenzoate, dipropylene glycol dibenzoate; Also comprise USP Kosher three benzoic ethers and/or ethylene glycol bisthioglycolate benzoic ether, and the ratio of quality and the number of copies of each component is for example following:
Diethylene glycol dibenzoate: 20-80 part,
Dipropylene glycol dibenzoate: 20-80 part,
Mass fraction summation in above-mentioned diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of its each surplus component is:
USP Kosher three benzoic ethers: 0-20 part,
The ethylene glycol bisthioglycolate benzoic ether: 0-20 part,
The mass fraction sum of USP Kosher three benzoic ethers and ethylene glycol bisthioglycolate benzoic ether is 0.5-20 part.
2. DEDB softening agent according to claim 1 is characterized in that: the mass fraction ratio of described each component is:
Diethylene glycol dibenzoate: 20-80 part,
Dipropylene glycol dibenzoate: 20-80 part,
Mass fraction summation in above-mentioned diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of all the other components is:
USP Kosher three benzoic ethers: 0-15 part,
The ethylene glycol bisthioglycolate benzoic ether: 0-15 part,
The mass fraction sum of USP Kosher three benzoic ethers and ethylene glycol bisthioglycolate benzoic ether is 0.5-15 part.
3. root DEDB softening agent according to claim 1 and 2 is characterized in that:
Also contain in the described softening agent in tetramethylolmethane four benzoic ethers, Xylitol benzoic ether, the Sorbitol Powder benzoic ether any one or more than one.
4. DEDB softening agent according to claim 3; It is characterized in that: the mass fraction summation in described diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of described tetramethylolmethane four benzoic ethers is: 0.1-10 part.
5. DEDB softening agent according to claim 3; It is characterized in that: the mass fraction summation in described diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of described Xylitol benzoic ether is: 0.1-10 part.
6. DEDB softening agent according to claim 3; It is characterized in that: the mass fraction summation in described diethylene glycol dibenzoate and dipropylene glycol dibenzoate is 100 parts, and the mass fraction of described Sorbitol Powder benzoic ether is: 0.1-10 part.
CN2009103053480A 2009-08-07 2009-08-07 Polyalcohol benzoate plasticizer Expired - Fee Related CN101987888B (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015050685A1 (en) * 2013-10-03 2015-04-09 Ferro Corporation Benzoate blend

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105017819A (en) * 2014-10-30 2015-11-04 合肥蓝天家具制造有限责任公司 Rapid curing furniture fireproof paint
CN106675039A (en) * 2016-12-12 2017-05-17 安徽常泰化工有限公司 Ester environment-friendly plasticizer
CN106832434A (en) * 2017-03-13 2017-06-13 四川群青新材料科技有限公司 For plasticiser prepared by plastics

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1863858A (en) * 2003-09-09 2006-11-15 Lg化学株式会社 Diethyleneglycol ester based plasticizer composition and polyvinyl chloride resin using the same
CN101238175A (en) * 2005-08-12 2008-08-06 伊士曼化工公司 Polyvinyl chloride compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1863858A (en) * 2003-09-09 2006-11-15 Lg化学株式会社 Diethyleneglycol ester based plasticizer composition and polyvinyl chloride resin using the same
CN101238175A (en) * 2005-08-12 2008-08-06 伊士曼化工公司 Polyvinyl chloride compositions

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
陶绪泉等.多元醇苯甲酸酯类增塑剂的合成.《2008年塑料助剂生产与应用技术信息交流会论文集》.2008,第203-206页. *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015050685A1 (en) * 2013-10-03 2015-04-09 Ferro Corporation Benzoate blend

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