CN107793587B - A kind of efficient chlorinated fatty acid methyl esters composite elasticizer - Google Patents
A kind of efficient chlorinated fatty acid methyl esters composite elasticizer Download PDFInfo
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Abstract
The invention proposes a kind of NEW TYPE OF COMPOSITE primary plasticizer, including chloromethoxy grease type, epoxy grease, epoxyfatty acid base ester with to benzene class and auxiliary agent.Efficient combination plasticizer of the invention is substantially better than DOTP on processing stability, and flash-point is higher than DOTP, can substitute DOTP and apply in PVC processing industry；The compatibility of epoxy plasticiser and PVC resin powder can be effectively improved and reduce cost, finished product price is far below DOTP；And the product obtained is with the obvious advantage compared with similar product in processing stability, resistance to oiliness, plasticizing efficiency, cold resistance, mobility and price etc. out, can be used for various PVC processing industries, development prospect is very wide.
Description
Technical field
The invention belongs to the field of polymers, in particular to a kind of efficient chlorinated fatty acid methyl esters composite elasticizer.
Background technique
Plasticizer is one of auxiliary agent necessary to processing of high molecular material, to increase plastotype, improves processability, assigns product
Flexible substance.PVC becomes one of current most important high molecular material with its excellent performance and cheap price, but because
Processing needs the plasticizer that must add that can be precipitated during storage, does not only result in product and is hardened the decline of embrittlement performance,
And it is easy pollution environment, a series of problems inevitably is brought to environment and human health, plasticizer becomes as a result,
Restrict the big obstacle of PVC product widely applied one.
So far, China is Asia consumption and produces most one of the country of plasticizer, however as various countries' ring
The raising of consciousness is protected, dioctyl phthalate (DOP) plasticizer of China's main product can not reach in terms of hypotoxicity and wholesomeness
To the laws and regulations requirement of European Union etc., therefore, it is imperative that non-neighboring benzene class plasticizer is synthesized using technological means.
According to the market demand, referred to as nontoxic or environmentally friendly and biodegradable plasticizer is being widelyd popularize both at home and abroad,
However conventional environment-friendly plasticizer properties are unable to satisfy the use condition of primary plasticizer, can only be used as the low ratio of extender plasticizer
Example substitution, and production cost is higher, can not contend with to a certain extent with dioctyl phthalate.Therefore low by improving price
The performances such as honest and clean compatibility, thermal stability, the plasticizing efficiency of environment-friendly plasticizer chloromethoxy fatty acid methyl ester, in aspect of performance
Highly important art-recognized meanings and market methyl esters can be had at high proportion even all instead of dioctyl phthalate by reaching.
Patent CN 101993548A is disclosed using polyol benzoate class plasticizer and dioctyl terephthalate
(DOTP) primary plasticizer of the composite synthesis for resins such as polyvinyl chloride specifically uses diethylene glycol dibenzoate, dipropylene glycol
Dibenzoate, however it is not only expensive only with these ingredients, and it is not able to satisfy the property of certain plasticizer, if you need to
Want stronger processing stability, resistance to ag(e)ing, cold resistance etc..Therefore, a kind of price that can substitute DOTP completely is needed in reality
Cheap NEW TYPE OF COMPOSITE primary plasticizer.
The plasticizer that DOTP can be substituted at present mainly uses compound method, cannot be below to reach 1. environmental protection index
DOTP, 2. properties, which have complementary advantages, can arrive the using effect of primary plasticizer, 3. embody the standard of the various aspects such as price advantage,
The plasticizer that can be used is mainly epoxy plasticizer (epoxy methyl esters, epoxidized soybean oil etc.), citric acid ester plasticizer, polyester
The plasticizer such as class plasticizer, fatty acid ester plasticiser, polyalcohol esters, hexahydro-phthalic acid dinonyl (DINCH).
However these plasticizer prices are generally higher, one or more in use to be used in mixed way, cost performance is low.
And composite elasticizer based on chlorinated fatty acid methyl esters although solve the problems, such as it is on the high side, due to matching
Side is simple, in many aspects such as compatibility, thermal stability and plasticizing efficiencies, it is difficult to exhaustive to keep similar property with DOTP
Can, it is similar to DOTP performance to be only capable of 1-2 aspect wherein, can not still solve the problems, such as completely instead of DOTP.
Summary of the invention
In view of this, the invention proposes the cheap NEW TYPE OF COMPOSITE primary plasticizer that one kind can substitute DOTP completely,
Specifically using based on chlorinated fatty acid methyl esters, it is a variety of by addition heat stabilizer, expanding material, surfactant, thinner etc.
Auxiliary element is come various performances such as the compatibility, thermal stability, plasticizing efficiency, mobility, the cold resistance that increase product.
I.e. the first object of the present invention is to provide the NEW TYPE OF COMPOSITE plasticizer, including chloromethoxy grease type, epoxy
Grease, epoxyfatty acid base ester with to benzene class and auxiliary agent.
Preferably, in compound primary plasticizer of the present invention, the chloromethoxy grease type is chloromethoxy palm fibre
The one or more of palmitic acid grease, chloromethoxy flax grease and chloromethoxy coconut grease；The epoxy grease is epoxy
Soybean oil；The epoxyfatty acid base ester is epoxyoleic acid monooctyl ester or epoxyoleic acid last of the ten Heavenly stems ester；Described is terephthalic acid (TPA) to benzene class
Dioctyl ester；It is highly preferred that the chloromethoxy grease type is 60%~90% weight, the epoxyfatty acid base ester is 0%
~10% weight, the epoxy grease be 2~10% weight, it is described be 2~20% weight to benzene class.
Preferably, in compound primary plasticizer of the present invention, the auxiliary agent is heat stabilizer, expanding material, surface-active
The one or more of agent and thinner.
Preferably, in compound primary plasticizer of the present invention, the auxiliary agent is diethylene glycol dibenzoate, dodecyl
The one or more of benzene sulfonic acid sodium salt, benzoic acid and peroxybenzoate.
Preferably, in compound primary plasticizer of the present invention, the auxiliary agent is diethylene glycol dibenzoate 2%~10%
Weight, 1%~5% weight of neopelex, 0.1%~1% weight of benzoic acid, peroxybenzoate
The one or more of 0.01%~0.2% weight.
Preferably, in compound primary plasticizer of the present invention, the auxiliary agent further includes fatty alcohol polyoxyethylene ether and gathers
The one or more of phosphorous acid polyalcohol alcohol ester.It is highly preferred that the auxiliary agent further include fatty alcohol polyoxyethylene ether 0.1%~
1% weight and poly- phosphorous acid polyalcohol alcohol ester 1%-2% weight.
Most preferably, in compound primary plasticizer of the present invention, the compound primary plasticizer includes following component: with matter
Measure 0%~10% weight of epoxyfatty acid base ester, 2~10% weight of epoxy grease, chloromethoxy grease type of percentages
60%~90% weight, to 2~20% weight of benzene class, 2%~10% weight of diethylene glycol dibenzoate, dodecyl benzene sulfonic acid
1%~5% weight of sodium, 0.1%~1% weight of benzoic acid, 0.01%~0.2% weight of peroxybenzoate, rouge
0.1%~1% weight of fat alcohol polyoxyethylene ether and poly- phosphorous acid polyalcohol alcohol ester 1%-2% weight.
It is another aspect of the invention to provide the preparation methods of above-mentioned compound primary plasticizer, comprising the following steps: 1)
By the chloromethoxy grease type, epoxy grease, epoxyfatty acid base ester and in benzene class, with the auxiliary agent due to low temperature meeting
It is liquid that the raw material heating solidified, which melts,；2) it is added to according to the ratio in stainless steel kettle and stirs 1~2h to being uniformly mixed, finally
Discharging is used as compound primary plasticizer.
Another aspect of the present invention is that provide above-mentioned compound primary plasticizer applies in PVC manufacture field, i.e., in view of
Dioctyl phthalate all widelys popularize environmentally friendly increasing to the toxic action of environment and the unsustainable property of raw material sources both at home and abroad
Mould the research and development of agent.In the prior art for substituting the primary plasticizer of dioctyl terephthalate, non-benzene class plasticizer is mainly used
It is compounded with dioctyl terephthalate.
And as first generation biology base environment-friendly plasticizer, epoxies (including epoxidized soybean oil and epoxy methyl esters) plasticizer,
Due to problem compatible with PVC's, additive amount is excessive to be easy to appear fuel-displaced problem, influences it and is widely used.The following lemon
Sour three ester plasticizers and PVC compatibility are fine, but limits throughput, expensive, are not able to satisfy the huge market demand.And it is new
The chlorinated fatty acid first ester plasticizer closely developed also can not be a large amount of due to thermal stability and between PVC the problem of poor compatibility
It uses.
And compound primary plasticizer of the invention uses based on chlorinated fatty acid methyl esters, passes through and adds heat stabilizer, increase-volume
A variety of auxiliary elements such as agent, surfactant, thinner increase the compatibility of product, thermal stability, plasticizing efficiency, flowing
Various performances such as property, cold resistance, so as to all replacing DOTP in PVC soft goods field, the novel compositions plasticizer price
Cheap and properties are significantly better than that DOTP, can be used for the various PVC manufacture fields using DOTP.
As shown in subsequent embodiment of the present invention, unexpectedly, the plasticizing efficiency pair of efficient combination plasticizer of the invention
In terms of the compatibility of PVC resin powder and in situation similar in DOTP, have the advantage that density is slightly larger than DOTP, especially
Processing stability is substantially better than DOTP, and flash-point is higher than DOTP, can substitute DOTP and apply in PVC processing industry.Secondly, unexpected
Ground applicant further found that plasticizer of the invention can also effectively improve the compatibility of epoxy plasticiser and PVC resin powder,
Additive amount can be improved, and reduce cost, finished product price is far below DOTP；And obtain product processing stability, it is resistance to go out
Oiliness, plasticizing efficiency, cold resistance, mobility and price etc. are with the obvious advantage compared with similar product, can be used for various PVC processing industries,
Development prospect is very wide.
Specific embodiment
In one embodiment of the invention, composite elasticizer of the invention includes chloromethoxy grease type, Epoxy oil
Rouge, epoxyfatty acid base ester with to benzene class and auxiliary agent.
In one embodiment of the invention, the chloromethoxy grease type is chloromethoxy palm oil grease, chloro
The one or more of methoxyl group flax grease and chloromethoxy coconut grease；In another embodiment of the present invention, described
Epoxy grease is the one or more of epoxidized soybean oil, epoxy cottonseed oil, epoxy castor oil, epoxy rapeseed oil；Of the invention
In another embodiment, the epoxyfatty acid base ester is epoxidised fatty dibutyl phthalate, octyl epoxy stearate, epoxyoleic acid fourth
The one or more of ester, epoxyoleic acid last of the ten Heavenly stems ester and epoxyoleic acid monooctyl ester；In another embodiment of the present invention, described to benzene class
For dioctyl terephthalate, terephthalic acid (TPA) octanol butyl alcohol ester, terephthalic acid (TPA) two (butyl) ester；In the present invention
Another embodiment in, the chloromethoxy grease type is 60%~90% weight, the epoxyfatty acid base ester is 0%
~10% weight, the epoxy grease be 2~10% weight, it is described be 2~20% weight to benzene class.
In another embodiment of the present invention, the auxiliary agent is heat stabilizer, expanding material, surfactant and thinner
One or more.
In another embodiment of the present invention, the auxiliary agent be diethylene glycol dibenzoate, neopelex,
The one or more of benzoic acid and peroxybenzoate.
In another embodiment of the present invention, the auxiliary agent is 2%~10% weight of diethylene glycol dibenzoate, 12
1%~5% weight of sodium alkyl benzene sulfonate, 0.1%~1% weight of benzoic acid, peroxybenzoate 0.01%~
The one or more of 0.2% weight.
In another embodiment of the present invention, the auxiliary agent further includes that fatty alcohol polyoxyethylene ether and poly- phosphorous acid are polynary
The one or more of alcohol alcohol ester.It is highly preferred that the auxiliary agent further includes 0.1%~1% weight of fatty alcohol polyoxyethylene ether and gathers
Phosphorous acid polyol ester 1%-2% weight.
In yet another embodiment of the present invention, the compound primary plasticizer includes following component: by percentage to the quality
0%~10% weight of epoxyfatty acid base ester, 2~10% weight of epoxy grease, chloromethoxy grease type 60%~90%
Weight, to 2~20% weight of benzene class, 2%~10% weight of diethylene glycol dibenzoate, neopelex 1%~5%
Weight, 0.1%~1% weight of benzoic acid, 0.01%~0.2% weight of peroxybenzoate, fatty alcohol polyoxy second
0.1%~1% weight of alkene ether and poly- phosphorous acid polyalcohol alcohol ester 1%-2% weight.
In one embodiment of the invention, the preparation method of above-mentioned compound primary plasticizer is provided, comprising the following steps:
1) by the chloromethoxy grease type, epoxy grease, epoxyfatty acid base ester and to benzene class, add with the auxiliary agent
Thermal melting is liquid；
2) it is added to according to the ratio in stainless steel kettle and stirs 1~2h to being uniformly mixed, finally discharging is used as compound primary plasticizer.
Further technical solution of the present invention is illustrated below by way of specific embodiment, it should be understood that be below only this hair
Bright exemplary illustration, is not intended to restrict the invention scope of protection of the claims.
Embodiment 1
With chloromethoxy palm oil grease (CP), epoxidized soybean oil (ESO), epoxidised fatty dibutyl phthalate (EFAD) and to benzene
Diformazan dioctyl phthalate (DOTP) is raw material, selects any one or two or more combinations of every class raw material, is matched according to shown in table 1
Be adjusted, select 2.6% weight of diethylene glycol dibenzoate of mass percent meter, 1% weight of neopelex,
0.2% weight of benzoic acid, 0.01% weight of peroxybenzoate, 0.2% weight of fatty alcohol polyoxyethylene ether and poly-
1% weight of oxygen polyol ester phosphate, measures physical and chemical indexes, is then kneaded with PVC powder after combination, using 100 parts of PVC:50
Part plasticizer: 2 parts of stabilizers；Using DOTP as reference, 100 parts of PVC:50 parts of plasticizer (DOTP) are equally used: 2 parts of stabilizers
Formula measures processing stability and plasticity efficiency, and product starts the time turned to be yellow during wherein processing stability refers to mill,
Test result is shown in Table 2.
The proportion adjustment of 1. different component of table
From test result as can be seen that in order to compare, though other performances of the 15# sample not in ratio range of use
It is so close with DOTP, however compatibilization is markedly less than DOTP.The plasticizing efficiency of efficient combination plasticizer in the scope of the invention and
Close with DOTP with the compatibility of PVC resin powder, density is slightly larger than DOTP, and processing stability is substantially better than DOTP, and flash-point is high
In DOTP, DOTP can be substituted and applied in PVC processing industry.
Plasticizer properties are combined after adjusting in 2. embodiment 1 of table
Embodiment 2
With chloromethoxy flax grease (CT), epoxy cottonseed oil (ECO), epoxyoleic acid butyl ester (EBST) and to benzene two
It is primary raw material that formic acid octanol butyl alcohol ester (OBTP), which is raw material, selected diethylene glycol dibenzoate 7% by percentage to the quality,
Neopelex 2%, benzoic acid 0.5% and peroxybenzoate 0.1%, fatty alcohol polyoxyethylene ether
0.4% and poly- phosphorous acid polyol ester 1%, 3 are shown in Table, measures physical and chemical indexes after combination, according to the method for example one kind, with DOTP
For reference, processing stability, plasticity efficiency are measured, wherein processing stability refers to that mill product starts the time of turning to be yellow, and is shown in Table 4.Table
It is bright to can be combined into superplastiser substitution DOTP as primary plasticizer with several plasticizer.
The proportion adjustment of 3. different component of table
Table 4. combines plasticizer properties after adjusting
From test result as can be seen that in order to compare, though other performances of the 10# sample not in ratio range of use
So close with DOTP, compatibilization is but markedly less than DOTP.The plasticizing efficiency of efficient combination plasticizer in the scope of the invention and with
The compatibility of PVC resin powder is close with DOTP, and density is slightly larger than DOTP, and processing stability is substantially better than DOTP, and flash-point is higher than
DOTP can substitute DOTP and apply in PVC processing industry.
Embodiment 3
It is original with chloromethoxy coconut grease (CC), epoxy rapeseed oil (ERO), epoxyoleic acid monooctyl ester (EOWE) and DOTP
Material is primary raw material, selectes diethylene glycol dibenzoate 10%, neopelex 5%, benzene by percentage to the quality
Formic acid 1% and peroxybenzoate 0.01%, fatty alcohol polyoxyethylene ether 1% and poly- phosphorous acid polyol ester 2%,
5 are shown in Table, measures physical and chemical indexes after combination, according to the method for example one kind, using DOTP as reference, measures processing stability, plasticity
Efficiency, wherein processing stability refers to that mill product starts the time of turning to be yellow, and is shown in Table 6.Show to can be combined into height with several plasticizer
Imitating plasticizer substitution DOTP becomes primary plasticizer.
The proportion adjustment of 5. different component of table
Table 6. combines plasticizer properties after adjusting
From test result as can be seen that in order to compare, though other performances of the 8# sample not in ratio range of use
So close with DOTP, compatibilization is but markedly less than DOTP.The plasticizing efficiency of efficient combination plasticizer in the scope of the invention and with
The compatibility of PVC resin powder is close with DOTP, and density is slightly larger than DOTP, and processing stability is substantially better than DOTP, and flash-point is higher than
DOTP can substitute DOTP and apply in PVC processing industry.
The present invention can be summarized with others without prejudice to the concrete form of spirit or essential characteristics of the invention.Therefore, nothing
By from the point of view of which point, the embodiment above of the invention can only all be considered the description of the invention and cannot limit this hair
Bright, claims indicate the scope of the present invention, and above-mentioned explanation does not point out the scope of the present invention, therefore, with this
Any change in the comparable meaning and scope of claims of invention is all considered as including the range in claims
It is interior.
Claims (3)
1. a kind of efficient chlorinated fatty acid methyl esters composite elasticizer, which is characterized in that the composite elasticizer includes chloro methoxy
Base oil lipid, epoxy grease, epoxyfatty acid base ester with to benzene class and auxiliary agent；
The chloromethoxy grease type is chloromethoxy palm oil grease, chloromethoxy flax grease and chloromethoxy coconut palm
The one or more of seed oil rouge；The epoxy grease is epoxidized soybean oil, epoxy cottonseed oil, epoxy castor oil, epoxy rapeseed oil
One or more；The epoxyfatty acid base ester is epoxidised fatty dibutyl phthalate, octyl epoxy stearate, epoxyoleic acid fourth
The one or more of ester, epoxyoleic acid last of the ten Heavenly stems ester and epoxyoleic acid monooctyl ester；Described is dioctyl terephthalate, to benzene two to benzene class
Formic acid octanol butyl alcohol ester, terephthalic acid (TPA) two (butyl) ester；The auxiliary agent is heat stabilizer, expanding material, surface work
Property agent and thinner；
The auxiliary agent includes diethylene glycol dibenzoate, neopelex, benzoic acid, perbenzoic acid tert-butyl
Ester, fatty alcohol polyoxyethylene ether and poly- phosphorous acid polyol ester；
The composite elasticizer includes following component: 0%~10% weight of epoxyfatty acid base ester by percentage to the quality, ring
2~10% weight of oxygen grease, 60%~90% weight of chloromethoxy grease type, to 2~20% weight of benzene class, diethylene glycol (DEG) hexichol
2%~10% weight of formic acid esters, 1%~5% weight of neopelex, 0.1%~1% weight of benzoic acid, peroxidating
0.01%~0.2% weight of benzoic acid t-butyl ester, 0.1%~1% weight of fatty alcohol polyoxyethylene ether and poly- phosphorous acid are polynary
1%~2% weight of alcohol ester.
2. a kind of preparation method of composite elasticizer described in claim 1, comprising the following steps:
1) by the chloromethoxy grease type, epoxy grease, epoxyfatty acid base ester and in benzene class, with the auxiliary agent due to
It is liquid that the raw material heating that low temperature can solidify, which melts,；
2) it is added to according to the ratio in stainless steel kettle and stirs 1~2h to being uniformly mixed, finally discharging is used as composite elasticizer.
3. composite elasticizer described in any one is applied in PVC manufacture field according to claim 1~2.
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