CN113248383A - Method for synthesizing trimellitate with high viscosity index - Google Patents
Method for synthesizing trimellitate with high viscosity index Download PDFInfo
- Publication number
- CN113248383A CN113248383A CN202110545928.8A CN202110545928A CN113248383A CN 113248383 A CN113248383 A CN 113248383A CN 202110545928 A CN202110545928 A CN 202110545928A CN 113248383 A CN113248383 A CN 113248383A
- Authority
- CN
- China
- Prior art keywords
- trimellitate
- alcohol
- reaction
- reaction kettle
- temperature
- 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
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/36—Esters of polycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/285—Esters of aromatic polycarboxylic acids
- C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Abstract
The invention belongs to the technical field of trimellitate application, and relates to a synthesis method of high-viscosity-index trimellitate. Firstly, under the nitrogen atmosphere, adding trimellitic anhydride and ester tackifier into a reaction kettle, wherein the acid-alcohol molar ratio is 1: 1-2, the addition amount of solid acid catalyst is three thousandth of the total feeding amount, heating to 120-140 ℃ under the nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product; pumping the reaction product into a second reaction kettle, adding 1.5-3 mol of one or more of isooctanol, caprylic decanol, isononyl alcohol and isotridecyl alcohol into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate product; and distilling the crude trimellitate to remove excessive low-carbon alcohol by molecular distillation to obtain the qualified trimellitate. The trimellitic anhydride and the monohydric aliphatic alcohol react with the ester tackifier before reaction, so that the viscosity index of the trimellitic ester obtained by the reaction is obviously provided, and the trimellitic ester has better viscosity-temperature performance.
Description
Technical Field
The invention belongs to the technical field of trimellitate synthesis application, and particularly relates to a method for synthesizing high-viscosity-index trimellitate.
Background
In the synthetic method of the trimellitate, concentrated sulfuric acid is used as a catalyst, trimellitic anhydride and monohydric aliphatic alcohol are used as raw materials to carry out esterification reaction, and then the trimellitate is obtained. Trimellitate as base oil has excellent high and low temperature performance, good thermal oxidation stability and excellent adsorbability to metal surfaces, so that the trimellitate has wide application in high-temperature chain oil, but the application is limited due to a low viscosity index. Especially in the high temperature stage, the adsorption force of the product is seriously reduced.
Disclosure of Invention
Aiming at the technical problem of low viscosity index of trimellitate, the invention provides a synthesis method of high-viscosity-index trimellitate, which is simple and convenient to operate and can effectively improve the viscosity index of trimellitate.
In order to achieve the above object, the present invention adopts a technical scheme that the present invention provides a method for synthesizing trimellitate with a high viscosity index, which comprises the following effective steps:
a. firstly, under the nitrogen atmosphere, adding trimellitic anhydride and ester tackifier into a reaction kettle, wherein the acid-alcohol molar ratio is 1: 1-2, the addition amount of solid acid catalyst is three thousandth of the total feeding amount, heating to 120-140 ℃ under the nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product;
b. b, pumping the reaction product obtained in the step a into a second reaction kettle, adding 1.5-3 mol of one or more of isooctanol, caprylic-decanol, isononyl alcohol and isotridecyl alcohol into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate product;
c. and distilling the crude trimellitate to remove excessive low-carbon alcohol by molecular distillation to obtain the qualified trimellitate.
Preferably, in the step a, the ester tackifier is one or more of polyethylene glycol monoester, polypropylene glycol monoester, polytetramethylene glycol monoester and polycaprolactone.
Compared with the prior art, the invention has the advantages and positive effects that,
1. the invention provides a method for synthesizing trimellitate with high viscosity index, which is characterized in that trimellitic anhydride and monohydric aliphatic alcohol react with an ester tackifier before reaction, so that the viscosity index of the trimellitate obtained by the reaction is obviously provided, and the trimellitate has better viscosity-temperature performance. Meanwhile, the method provided by the invention is simple, convenient to operate and suitable for large-scale popularization and use.
Detailed Description
In order that the above objects, features and advantages of the present invention can be more clearly understood, the present invention will be further described with reference to the following examples. It should be noted that the embodiments and features of the embodiments of the present application may be combined with each other without conflict.
In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present invention, however, the present invention may be practiced in other ways than those specifically described herein, and thus the present invention is not limited to the specific embodiments of the present disclosure.
Example 1, example 1 provides a method for the synthesis of high viscosity index trimellitate
Firstly, under the atmosphere of nitrogen, adding trimellitic anhydride and polyethylene glycol monoester into a reaction kettle, wherein the molar ratio of acid to alcohol is 1: 1-2, and adding a solid acid catalyst (what Al is the solid acid catalyst)2O3-SiO2Mixed oxide, metal phosphate or sulfate, etc.) in the reaction mixture, heating to 120-140 ℃ in nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product;
pumping the obtained reaction product into a second reaction kettle, adding 1.5-3 mol of isooctyl alcohol, caprylic decanol and isotridecyl alcohol into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate product,
and finally, distilling the crude trimellitate to remove excessive low-carbon alcohol through molecular distillation to obtain qualified trimellitate.
And (3) detection: the viscosity index of trimellitate provided in example 1 was determined to be 135, and the thermogravimetric decomposition temperature was around 350 ℃.
Example 2 and example 1 provide a method for synthesizing trimellitate with high viscosity index
Firstly, mixing trimellitic anhydride, a mixture of polyethylene glycol monoester and polypropylene glycol monoester in a reaction kettle in a nitrogen atmosphere according to a mass ratio of 1:1, wherein the acid-alcohol molar ratio is 1: 1-2, the addition amount of a solid acid catalyst is three thousandth of the total feeding amount, heating to 120-140 ℃ in a nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product;
pumping the obtained reaction product into a second reaction kettle, adding 1.5-3 mol of isotridecyl alcohol ester into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate product,
and finally, distilling the crude trimellitate to remove excessive low-carbon alcohol through molecular distillation to obtain qualified trimellitate.
And (3) detection: the viscosity index of trimellitate provided in example 1 was determined to be 150, and the thermogravimetric decomposition temperature was around 350 ℃.
Example 3, example 1 provides a method for synthesizing trimellitate with high viscosity index
Firstly, mixing a mixture of trimellitic anhydride and polyethylene glycol monoester, polypropylene glycol monoester, polybutylene glycol monoester and polycaprolactone in a reaction kettle in a nitrogen atmosphere according to a mass ratio of 1:1:1:1, wherein the molar ratio of acid to alcohol is 1: 1-2, the addition amount of a solid acid catalyst is three thousandth of the total feeding amount, heating to 120-140 ℃ in a nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product;
pumping the obtained reaction product into a second reaction kettle, adding 1.5-3 mol of octadecanol and isononyl alcohol into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate,
and finally, distilling the crude trimellitate to remove excessive low-carbon alcohol through molecular distillation to obtain qualified trimellitate.
And (3) detection: the viscosity index of trimellitate provided in example 1 was determined to be 130, and the thermogravimetric decomposition temperature was around 350 ℃.
Example 4, example 1 provides a method for synthesizing trimellitate with high viscosity index
Firstly, mixing a mixture of trimellitic anhydride, polypropylene glycol monoester and polycaprolactone in a reaction kettle in a nitrogen atmosphere according to a mass ratio of 1:1, wherein the acid-alcohol molar ratio is 1: 1-2, the addition amount of a solid acid catalyst is three thousandth of the total feeding amount, heating to 120-140 ℃ in a nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product;
pumping the obtained reaction product into a second reaction kettle, adding 1.5-3 mol of isotridecyl alcohol ester into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate product,
and finally, distilling the crude trimellitate to remove excessive low-carbon alcohol through molecular distillation to obtain qualified trimellitate.
And (3) detection: the viscosity index of trimellitate provided in example 1 was determined to be 142, and the thermogravimetric decomposition temperature was around 350 ℃.
Compared with the existing products, the viscosity index of the trimellitate prepared by the method provided by the invention is obviously improved, the viscosity index of the old product is generally between 90 and 120, the viscosity index of the new product is generally between 130 and 150, in addition, the high temperature stability of the product is also obviously improved, the thermogravimetric decomposition temperature of the old product is generally about 330 ℃, and the thermogravimetric decomposition temperature of the new product is about 350 ℃.
The above description is only a preferred embodiment of the present invention, and not intended to limit the present invention in other forms, and any person skilled in the art may apply the above modifications or changes to the equivalent embodiments with equivalent changes, without departing from the technical spirit of the present invention, and any simple modification, equivalent change and change made to the above embodiments according to the technical spirit of the present invention still belong to the protection scope of the technical spirit of the present invention.
Claims (2)
1. A method for synthesizing trimellitate with high viscosity index is characterized by comprising the following effective steps:
a. firstly, under the nitrogen atmosphere, adding trimellitic anhydride and ester tackifier into a reaction kettle, wherein the acid-alcohol molar ratio is 1: 1-2, the addition amount of solid acid catalyst is three thousandth of the total feeding amount, heating to 120-140 ℃ under the nitrogen atmosphere, and keeping the temperature for 4-8 hours to obtain a reaction product;
b. b, pumping the reaction product obtained in the step a into a second reaction kettle, adding 1.5-3 mol of one or more of isooctanol, caprylic-decanol, isononyl alcohol and isotridecyl alcohol into the reaction kettle, continuously heating to 200 ℃, keeping the temperature for 4-10 hours, cooling and filtering to obtain a crude trimellitate product;
c. and distilling the crude trimellitate to remove excessive low-carbon alcohol by molecular distillation to obtain the qualified trimellitate.
2. The method for synthesizing trimellitate ester with high viscosity index according to claim 1, wherein in step a, the ester tackifier is one or more of polyethylene glycol monoester, polypropylene glycol monoester, polytetramethylene glycol monoester, and polycaprolactone.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110545928.8A CN113248383A (en) | 2021-05-19 | 2021-05-19 | Method for synthesizing trimellitate with high viscosity index |
| ZA2022/04653A ZA202204653B (en) | 2021-05-19 | 2022-04-26 | Method for synthesizing trimellitate with high viscosity index |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110545928.8A CN113248383A (en) | 2021-05-19 | 2021-05-19 | Method for synthesizing trimellitate with high viscosity index |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113248383A true CN113248383A (en) | 2021-08-13 |
Family
ID=77183395
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110545928.8A Pending CN113248383A (en) | 2021-05-19 | 2021-05-19 | Method for synthesizing trimellitate with high viscosity index |
Country Status (2)
| Country | Link |
|---|---|
| CN (1) | CN113248383A (en) |
| ZA (1) | ZA202204653B (en) |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE703185A (en) * | 1951-01-28 | 1968-02-28 | ||
| GB8408017D0 (en) * | 1984-03-28 | 1984-05-10 | Bp Chem Int Ltd | Oil-based lubricant compositions |
| DE3247756A1 (en) * | 1982-12-23 | 1984-06-28 | Herberts Gmbh, 5600 Wuppertal | AQUEOUS COATING AGENT |
| JPH1017879A (en) * | 1996-06-28 | 1998-01-20 | New Japan Chem Co Ltd | Grease base oil |
| KR20050040807A (en) * | 2003-10-29 | 2005-05-03 | 도요 잉키 세이조 가부시끼가이샤 | Adhesive and packaging laminate using the same |
| EP2455410A1 (en) * | 2010-11-23 | 2012-05-23 | Bayer MaterialScience AG | Polyurethane elastomer moulded parts composed of diphenylmethane diisocyanate based NCO prepolymers and metal salt complexes and method for producing same |
| CN103119139A (en) * | 2010-09-24 | 2013-05-22 | 陶氏环球技术有限责任公司 | Estolide derivatives prepared from triglycerides |
| CN105683147A (en) * | 2013-10-31 | 2016-06-15 | 巴斯夫欧洲公司 | Method for producing carboxylic acid esters and the use thereof as plasticizers |
| CN106423219A (en) * | 2016-09-22 | 2017-02-22 | 山东瑞捷新材料有限公司 | Method for producing trimellitate using solid acid-loaded active clay as catalyst |
| CN107540550A (en) * | 2017-09-28 | 2018-01-05 | 江苏正丹化学工业股份有限公司 | A kind of high-efficiency synthesis method of trioctyl trimellitate (TOTM) |
| CN113801018A (en) * | 2021-10-29 | 2021-12-17 | 中国石油化工股份有限公司 | Dibasic acid isomeric alcohol ester and preparation method thereof |
| WO2022000844A1 (en) * | 2020-07-02 | 2022-01-06 | 嘉宝莉化工集团股份有限公司 | Bio-based self-thickening resin, preparation method therefor and use thereof |
-
2021
- 2021-05-19 CN CN202110545928.8A patent/CN113248383A/en active Pending
-
2022
- 2022-04-26 ZA ZA2022/04653A patent/ZA202204653B/en unknown
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE703185A (en) * | 1951-01-28 | 1968-02-28 | ||
| DE3247756A1 (en) * | 1982-12-23 | 1984-06-28 | Herberts Gmbh, 5600 Wuppertal | AQUEOUS COATING AGENT |
| GB8408017D0 (en) * | 1984-03-28 | 1984-05-10 | Bp Chem Int Ltd | Oil-based lubricant compositions |
| JPH1017879A (en) * | 1996-06-28 | 1998-01-20 | New Japan Chem Co Ltd | Grease base oil |
| KR20050040807A (en) * | 2003-10-29 | 2005-05-03 | 도요 잉키 세이조 가부시끼가이샤 | Adhesive and packaging laminate using the same |
| CN103119139A (en) * | 2010-09-24 | 2013-05-22 | 陶氏环球技术有限责任公司 | Estolide derivatives prepared from triglycerides |
| EP2455410A1 (en) * | 2010-11-23 | 2012-05-23 | Bayer MaterialScience AG | Polyurethane elastomer moulded parts composed of diphenylmethane diisocyanate based NCO prepolymers and metal salt complexes and method for producing same |
| CN105683147A (en) * | 2013-10-31 | 2016-06-15 | 巴斯夫欧洲公司 | Method for producing carboxylic acid esters and the use thereof as plasticizers |
| CN106423219A (en) * | 2016-09-22 | 2017-02-22 | 山东瑞捷新材料有限公司 | Method for producing trimellitate using solid acid-loaded active clay as catalyst |
| CN107540550A (en) * | 2017-09-28 | 2018-01-05 | 江苏正丹化学工业股份有限公司 | A kind of high-efficiency synthesis method of trioctyl trimellitate (TOTM) |
| WO2022000844A1 (en) * | 2020-07-02 | 2022-01-06 | 嘉宝莉化工集团股份有限公司 | Bio-based self-thickening resin, preparation method therefor and use thereof |
| CN113801018A (en) * | 2021-10-29 | 2021-12-17 | 中国石油化工股份有限公司 | Dibasic acid isomeric alcohol ester and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 徐国生等: "非酸催化合成偏苯三酸三辛酯的研究", 《杭州化工》 * |
| 苏怀刚等: "偏苯三酸酯基础油的摩擦降解及对抗氧化性能的影响", 《润滑与密封》 * |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA202204653B (en) | 2022-06-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102702493B (en) | Alkyd resin for matte wood lacquer and preparation method of alkyd resin | |
| CN1382753A (en) | Non-phenol polyester paint for enamel-insulated wire and its preparing process | |
| CN101445453B (en) | Synthetic method of trimethylolpropane tricaprylate | |
| CN104497282B (en) | A kind of polyester hot-melt adhesive used for powder coating and preparation method thereof | |
| CN113248383A (en) | Method for synthesizing trimellitate with high viscosity index | |
| CN111138278B (en) | Preparation method of butanediol caprylate | |
| CN102079706B (en) | Synthesis method of hindered phenol antioxidant 1010 | |
| CN104355996A (en) | Method for synthesizing ethylene glycol diacetate by adopting transesterification method | |
| CN102250343B (en) | Method for synthesizing polyaspartic ester in presence of supported alkali metal fluoride serving as catalyst | |
| CN101234355A (en) | High-efficiency catalyst for synthesizing di(2-ethylhexyl) terephthalate | |
| CN109053440A (en) | A kind of preparation method of dioctadecyl terephthalate | |
| CN101775326A (en) | Synthesis method of ester oil | |
| JPS63310502A (en) | Electric insulating oil | |
| CN111303961A (en) | Recycled ester, preparation method thereof and application thereof in preparation of HZY3 brake fluid | |
| CN113831591B (en) | Novel efficient hindered phenol antioxidant and preparation method thereof | |
| CN101302281B (en) | Polylactic acid and preparation thereof | |
| CN1745896A (en) | Synthesis of ferro-niobium ellestadite aluminium molecular sieve from pyruvic acid | |
| JPS62273936A (en) | Manufacture of carboxylic acid ester | |
| CN111233663B (en) | Polyricinoleic acid modified trimellitate lubricating oil base oil and preparation method thereof | |
| CN117185923A (en) | Trimethylolpropane capryl caprate and preparation method thereof | |
| CN117550959A (en) | Synthesis method of bio-based ethylhexyl glycerol | |
| CN117865915A (en) | Synthesis method of liquid methyl tetrahydrophthalic anhydride | |
| CN113233977A (en) | Method for homogeneous synthesis of di (2-ethylhexyl) terephthalate | |
| CN101234969A (en) | Synthetic method for dipentaerythritol hexa-esters | |
| CN109942431A (en) | A kind of aromatic diol class compound and preparation method thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information |
Address after: 252100 Le Ping Pu Zhang Xiao Cun, Chiping District, Liaocheng City, Shandong Province Applicant after: Shandong Xinfa Ruijie New Material Technology Co.,Ltd. Address before: 252100 Leping Puzhang village, Chiping County, Liaocheng City, Shandong Province Applicant before: Shandong Xinfa Ruijie New Material Technology Co.,Ltd. |
|
| CB02 | Change of applicant information | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20210813 |
|
| RJ01 | Rejection of invention patent application after publication |