CN105175258A - Synthesis method of C10 mixed ester plasticizer - Google Patents
Synthesis method of C10 mixed ester plasticizer Download PDFInfo
- Publication number
- CN105175258A CN105175258A CN201510697869.0A CN201510697869A CN105175258A CN 105175258 A CN105175258 A CN 105175258A CN 201510697869 A CN201510697869 A CN 201510697869A CN 105175258 A CN105175258 A CN 105175258A
- Authority
- CN
- China
- Prior art keywords
- mixed
- anhydride
- plasticizer
- reaction
- mixed ester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/12—Preparation of carboxylic acid esters from asymmetrical anhydrides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a synthesis method of a C10 mixed ester plasticizer, which comprises the following steps: (1) mixing mixed anhydride and isooctyl alcohol in a certain proportion, and then carrying out catalytic reaction; (2) after the catalytic reaction, filtering the catalyst out of the reaction product; (3) carrying out dealcoholization and dehydration treatment on the reaction product in which the catalyst is removed; and (4) carrying out decoloration treatment on the reaction product to obtain a finished product of the C10 mixed ester plasticizer, wherein the mixed anhydride and isooctyl alcohol used in the step (1) are byproducts obtained after oxidation of durene. In the invention, the synthesis raw material used for the synthesis method of the C10 mixed ester plasticizer is a C10 mixed anhydride byproduct, and byproducts obtained in actual production, such as phthalic anhydride and trimellitic anhydride, can be comprehensively utilized, so that the utilization ratio of C10 aromatic hydrocarbon is greatly increased, the waste discharge is reduced and the environment is protected.
Description
Technical field
The present invention relates to the recycling field of chemical byproduct, particularly relate to a kind of C10 plasticizer of mixed ester synthetic method.
Background technology
Fluidizer, generally also claims softening agent.Softening agent is the industrial macromolecular material auxiliary agent be widely used, and adds this material in plastic working, its snappiness can be made to strengthen, easily process, can be legal in industrial use.Some external developed countries, if the high-carbon softening agent of the country such as the U.S., West Europe production is at development, output constantly increases, and the production of China current more than C9 high-carbon plasticizer alcohol is almost blank.The current whole nation has 70 more overlaps Pyromellitic Acid device, and about produce more than 100,000 tons C10 mixed acid anhydride by products every year, the by product that device produces is the mixture such as phthalic anhydride, inclined acid anhydride mainly.Its by product of all manufacturing enterprises is all entrust the process of fixed-end forces company, processing cost is higher, do not meet cleaner production, energy-saving and emission-reduction, the social consensus of recycling economy and Economic concept, more do not play the using value of its by product, cause the wasting of resources, if its by product can fully utilize, certain economic benefit can be produced on the one hand, can environmental pollution be reduced on the other hand.
Summary of the invention
In order to overcome defect of the prior art, provide a kind of C10 plasticizer of mixed ester synthetic method.
The present invention is realized by following proposal:
A kind of C10 plasticizer of mixed ester synthetic method, comprises the following steps:
The first step, by mixed anhydride and isooctyl alcohol to carry out catalyzed reaction after certain proportion mixing;
After second step, catalyzed reaction complete, catalyzer is filtered out from reaction product;
3rd step, the dealcoholysis of catalyst reaction reaction product and processed will be removed;
4th step, then reaction product is carried out desolventing technology, namely obtain C10 plasticizer of mixed ester finished product of the present invention;
Wherein, described in a first step mixed anhydride and isooctyl alcohol are the by product after durol oxidation.
In a first step, the mol ratio of described mixed anhydride and isooctyl alcohol is 5-7: 1.
Described mixed anhydride is the mixture of phthalic anhydride, partially acid anhydride.
In a first step, the catalyzer of described catalyzed reaction is by the loaded modified La-SO of earth La
4 2-/ TiO
2-al
2o
3, the consumption of described catalyzer is the 2.5-3% of mixed anhydride and isooctyl alcohol amount of substance.
In a first step, the time of described catalyzed reaction is 2.5-3 hour, controls temperature of reaction at 215-225 degree Celsius.
Beneficial effect of the present invention is:
1. the synthesis material of a kind of C10 plasticizer of mixed ester of the present invention synthetic method is C10 mixed acid anhydride by product, the mixtures such as the by product phthalic anhydride produced in production reality, partially acid anhydride can obtain fully utilizing the utilization ratio improving C10 aromatic hydrocarbons greatly, decrease waste discharge, protect environment;
2. a kind of C10 plasticizer of mixed ester of the present invention synthetic method is using by product as starting material, significantly reduce the cost of product, add the competitive power of enterprise in colleague, meet sustainable economic development theory, there is obvious application value, the plasticizer of mixed ester produced by above-mentioned production technique has filled up domestic blank technically, can promote the stable development of softening agent industry and even plastics industry.
Embodiment
Below in conjunction with specific embodiment, the present invention is further described:
Embodiment 1
A kind of C10 plasticizer of mixed ester synthetic method, comprises the following steps:
The first step, by mixed anhydride and isooctyl alcohol to carry out catalyzed reaction after certain proportion mixing, in a first step, the mol ratio of described mixed anhydride and isooctyl alcohol is 7: 1.Described mixed anhydride is the mixture of phthalic anhydride, partially acid anhydride.In a first step, the catalyzer of described catalyzed reaction is by the loaded modified La-SO of earth La
4 2-/ TiO
2-al
2o
3, the consumption of described catalyzer is 2.7% of mixed anhydride and isooctyl alcohol amount of substance.In a first step, the time of described catalyzed reaction is 2.5 hours, controls temperature of reaction at 225 degrees Celsius.Wherein, described in a first step mixed anhydride and isooctyl alcohol are the by product after durol oxidation.
After second step, catalyzed reaction complete, catalyzer is filtered out from reaction product;
3rd step, the dealcoholysis of catalyst reaction reaction product and processed will be removed;
4th step, then reaction product is carried out desolventing technology, namely obtain C10 plasticizer of mixed ester finished product of the present invention.
Embodiment 2
A kind of C10 plasticizer of mixed ester synthetic method, comprises the following steps:
The first step, by mixed anhydride and isooctyl alcohol to carry out catalyzed reaction after certain proportion mixing, in a first step, the mol ratio of described mixed anhydride and isooctyl alcohol is 5: 1.Described mixed anhydride is the mixture of phthalic anhydride, partially acid anhydride.In a first step, the catalyzer of described catalyzed reaction is by the loaded modified La-SO of earth La
4 2-/ TiO
2-al
2o
3, the consumption of described catalyzer is 3% of mixed anhydride and isooctyl alcohol amount of substance.In a first step, the time of described catalyzed reaction is 2.7 hours, controls temperature of reaction at 215 degrees Celsius.Wherein, described in a first step mixed anhydride and isooctyl alcohol are the by product after durol oxidation.
After second step, catalyzed reaction complete, catalyzer is filtered out from reaction product;
3rd step, the dealcoholysis of catalyst reaction reaction product and processed will be removed;
4th step, then reaction product is carried out desolventing technology, namely obtain C10 plasticizer of mixed ester finished product of the present invention.
The synthesis material of a kind of C10 plasticizer of mixed ester of the present invention synthetic method is C10 mixed acid anhydride by product, the mixtures such as the by product phthalic anhydride produced in production reality, partially acid anhydride can obtain fully utilizing the utilization ratio improving C10 aromatic hydrocarbons greatly, decrease waste discharge, protect environment;
Embodiment 3
A kind of C10 plasticizer of mixed ester synthetic method, comprises the following steps:
The first step, by mixed anhydride and isooctyl alcohol to carry out catalyzed reaction after certain proportion mixing, in a first step, the mol ratio of described mixed anhydride and isooctyl alcohol is 6: 1.Described mixed anhydride is the mixture of phthalic anhydride, partially acid anhydride.In a first step, the catalyzer of described catalyzed reaction is by the loaded modified La-SO of earth La
4 2-/ TiO
2-al
2o
3, the consumption of described catalyzer is 2.5% of mixed anhydride and isooctyl alcohol amount of substance.In a first step, the time of described catalyzed reaction is 3 hours, controls temperature of reaction at 220 degrees Celsius.Wherein, described in a first step mixed anhydride and isooctyl alcohol are the by product after durol oxidation.
After second step, catalyzed reaction complete, catalyzer is filtered out from reaction product;
3rd step, the dealcoholysis of catalyst reaction reaction product and processed will be removed;
4th step, then reaction product is carried out desolventing technology, namely obtain C10 plasticizer of mixed ester finished product of the present invention.
The problem to be solved in the present invention is with mixed acid anhydride and isooctyl alcohol for raw material, selects suitable catalyst to carry out esterification under certain condition, synthesis plasticizer of mixed ester.Compound softening agent prepared by the present invention, possesses the character of one-component material, has the plasticising performance of mono-ester component, has compound plasticization effect.
A kind of C10 plasticizer of mixed ester of the present invention synthetic method is using by product as starting material, significantly reduce the cost of product, add the competitive power of enterprise in colleague, meet sustainable economic development theory, there is obvious application value, the plasticizer of mixed ester produced by above-mentioned production technique has filled up domestic blank technically, can promote the stable development of softening agent industry and even plastics industry.
Although done comparatively detailed elaboration to technical scheme of the present invention and enumerated; be to be understood that; to those skilled in the art; amendment is made to above-described embodiment or adopts equivalent replacement scheme; this is apparent to those skilled in the art; these modifications or improvements without departing from theon the basis of the spirit of the present invention, all belong to the scope of protection of present invention.
Claims (5)
1. a C10 plasticizer of mixed ester synthetic method, is characterized in that, comprises the following steps:
The first step, by mixed anhydride and isooctyl alcohol to carry out catalyzed reaction after certain proportion mixing;
After second step, catalyzed reaction complete, catalyzer is filtered out from reaction product;
3rd step, the dealcoholysis of catalyst reaction reaction product and processed will be removed;
4th step, then reaction product is carried out desolventing technology, namely obtain C10 plasticizer of mixed ester finished product of the present invention;
Wherein, described in a first step mixed anhydride and isooctyl alcohol are the by product after durol oxidation.
2. a kind of C10 plasticizer of mixed ester synthetic method according to claim 1, is characterized in that: in a first step, and the mol ratio of described mixed anhydride and isooctyl alcohol is 5-7: 1.
3. a kind of C10 plasticizer of mixed ester synthetic method according to claims 1 or 2, is characterized in that: described mixed anhydride is the mixture of phthalic anhydride, partially acid anhydride.
4. a kind of C10 plasticizer of mixed ester synthetic method according to claim 1, is characterized in that: in a first step, and the catalyzer of described catalyzed reaction is by the loaded modified La-SO of earth La
4 2-/ TiO
2-al
2o
3, the consumption of described catalyzer is the 2.5-3% of mixed anhydride and isooctyl alcohol amount of substance.
5. a kind of C10 plasticizer of mixed ester synthetic method according to claim 1, is characterized in that: in a first step, and the time of described catalyzed reaction is 2.5-3 hour, controls temperature of reaction at 215-225 degree Celsius.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510697869.0A CN105175258A (en) | 2015-10-23 | 2015-10-23 | Synthesis method of C10 mixed ester plasticizer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510697869.0A CN105175258A (en) | 2015-10-23 | 2015-10-23 | Synthesis method of C10 mixed ester plasticizer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105175258A true CN105175258A (en) | 2015-12-23 |
Family
ID=54897784
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510697869.0A Pending CN105175258A (en) | 2015-10-23 | 2015-10-23 | Synthesis method of C10 mixed ester plasticizer |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105175258A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107245226A (en) * | 2017-08-09 | 2017-10-13 | 邓韵 | A kind of wear-resisting TPU materials |
| CN108976119A (en) * | 2018-08-09 | 2018-12-11 | 江苏华伦化工有限公司 | The plasticizer and its preparation method and application prepared using mixed acid anhydride as raw material |
| CN110372504A (en) * | 2019-08-16 | 2019-10-25 | 南通百川新材料有限公司 | A method of polybasic ester is produced using inclined acid anhydride by-product recycling lighter component |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1680028A (en) * | 2005-01-31 | 2005-10-12 | 南京工业大学 | Solid superstrong acid catalyst of esterification of preparation thereof |
-
2015
- 2015-10-23 CN CN201510697869.0A patent/CN105175258A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1680028A (en) * | 2005-01-31 | 2005-10-12 | 南京工业大学 | Solid superstrong acid catalyst of esterification of preparation thereof |
Non-Patent Citations (2)
| Title |
|---|
| 谭强: "固体超强酸催化合成均苯四甲酸四异辛酯的研究", 《中国优秀博硕士学位论文全文数据库（硕士） 工程科技Ⅰ辑》 * |
| 黄裕娥等: "均酐装置副产物无害化和综合利用", 《硅谷》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107245226A (en) * | 2017-08-09 | 2017-10-13 | 邓韵 | A kind of wear-resisting TPU materials |
| CN108976119A (en) * | 2018-08-09 | 2018-12-11 | 江苏华伦化工有限公司 | The plasticizer and its preparation method and application prepared using mixed acid anhydride as raw material |
| CN110372504A (en) * | 2019-08-16 | 2019-10-25 | 南通百川新材料有限公司 | A method of polybasic ester is produced using inclined acid anhydride by-product recycling lighter component |
| CN110372504B (en) * | 2019-08-16 | 2022-10-04 | 南通百川新材料有限公司 | Method for producing polybasic acid ester by recovering light components from side product of meta-anhydride |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Xu et al. | Perspectives and new directions for the production of bioethanol using consolidated bioprocessing of lignocellulose | |
| Shahbaz et al. | Eutectic solvents for the removal of residual palm oil-based biodiesel catalyst | |
| CN103566947B (en) | A kind of arsenic removal catalyst and preparation method thereof | |
| MX2010005230A (en) | Terephthalic acid composition and process for the production thereof. | |
| CN105175258A (en) | Synthesis method of C10 mixed ester plasticizer | |
| MY193379A (en) | Method for recycling continuous alcoholysis of a waste polyester material | |
| Ge et al. | A new method for industrial production of 2, 3-butanediol | |
| CN102731755A (en) | Method for preparing plasticizer | |
| CN102924279A (en) | Catalytic synthesis method of tri-octyl tri-meta-benzoate | |
| CN102206156A (en) | Method for comprehensive recycling of crude terephthalic acid (CTA) residue | |
| CN101955427A (en) | Method for separating methyl acetate and methanol water solution through multistage cross flow liquid-liquid extraction | |
| CN103030564A (en) | Method for carrying out high-efficiency catalytic alcoholysis on polyethylene terephthalate (PET) by multi-component catalyst | |
| CN102604053A (en) | Method for preparing biomass polyester | |
| CN104479768B (en) | A kind of automobile novel high-energy clean fuel oil additive and preparation method thereof | |
| CN104355996A (en) | Method for synthesizing ethylene glycol diacetate by adopting transesterification method | |
| JPWO2019188838A1 (en) | Organic substance manufacturing method | |
| CN108675920A (en) | A kind of method that solvent-free quick oxicracking epoxy aliphatic acid methyl ester prepares aldehyde material | |
| CN102732205B (en) | High temperature resistant polyurethane complex adhesive | |
| Han et al. | A review on biodiesel synthesis using catalyzed transesterification base ionic liquids as catalyst | |
| Akagawa et al. | Synthesis of indenes by intramolecular Morita-Baylis-Hillman reaction in aqueous media catalyzed by resin-supported proline | |
| CN102329664A (en) | Novel series environment-friendly and energy-saving fuel oil | |
| CN103013592A (en) | Technical formula and production process for alcohol-based biodiesel | |
| Zhang et al. | Production of Ethyl Levulinate from Biomass‐Derived Carbohydrates and Food/Kitchen Waste Catalyzed by Cucurbit [6] uril‐Sulfate | |
| CN104194363B (en) | Utilize residual modification bi tumenf orr oad of corn-based alcohols still and preparation method thereof | |
| KR101865087B1 (en) | A method for producing a solid fuel using sludge resulting from manufacturing process of terephthalic acid and a solid fuel prepared therefrom |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20151223 |