CN1609092A - Prepn process of high purity alkenyl succinic anhydride - Google Patents
Prepn process of high purity alkenyl succinic anhydride Download PDFInfo
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Abstract
The present invention is preparation process of high purity C18 alkenyl succinic anhydride. C18 olefin of purity over 90 % and maleic anhydride in the molar ratio of 1.0-1.2 as material are made to react at 180-250 deg.c temperature and 1.0-2.0 kg/sq cm pressure for 15-17 hr; and the reaction product is rectified to obtain high purity alkenyl succinic anhydride. The present invention has simple technological process, simple material composition, simple product structure and high product purity, and the product may be used in gluing paper with excellent effect.
Description
Technical field
The present invention relates to a kind of papermaking neutral sizing Organic Chemicals, particularly a kind of processing method of utilizing carbon octadecylene hydrocarbon to prepare alkenyl succinic anhydride.
Technical background
Alkenyl succinic anhydride (ASA) is a kind of widely used light industry fine chemical material.In paper industry, use as neutral sizing agent, can greatly improve the paper water resistance, tension intensity, wear resistance, whiteness, opacity and the chemical environment of improving paper-making process.Usually, the preparation technology that ASA adopted is to carry out isomerization with alhpa olefin, then, generates ASA with the maleic anhydride reaction.The general purity of the employed raw material of this technology is lower, thereby synthetic ASA productivity is lower, the complex structure of ASA, and unfavorable subsequent handling is used.At this problem, Chinese patent CN1393437 improves it, adopts the mixture and the maleic anhydride reaction of carbon 13, carbon tetradecene hydrocarbon, generates ASA, has realized that production technique is simple, and product structure is simple, and purity is higher, and quality is effect preferably.But its carbon number is lower, and is not ideal enough as the use of sizing agent.Chinese patent CN1432088 also provides a kind of novel alkenyl succinic anhydride composition, and said composition is to utilize the mixture of alkene and maleic anhydride reaction to produce ASA.The mixture of alkene is meant C in the patent
14-C
19Or the alkene of more a plurality of carbon atoms mixes by certain percentage.The shortcoming of this technology is alkene proportioning ratio complexity, and is not easy to operate, and product is also not ideal enough as the quality of sizing agent.
The object of the present invention is to provide a kind of production technique simple, easy handling, the product purity height, quality is good, utilizes carbon octadecylene hydrocarbon to produce the processing method of ASA.
Summary of the invention
The present invention is that carbon octadecylene hydrocarbon and maleic anhydride are raw material in straight chain alpha more than 90% and/or the straight chain with purity, produces ASA, and the mol ratio of carbon octadecylene hydrocarbon and maleic anhydride is 1.0～1.2: 1, at 180 ℃～250 ℃ temperature, 1.0～2.0kg/cm
2Pressure under, reacted 15～17 hours, with the gained reactant, make ASA of the present invention through rectifying.
The mol ratio of producing raw materials used carbon octadecylene hydrocarbon and maleic anhydride of ASA of the present invention is 1.05～1.15: 1, is preferably 1.15: 1.
The temperature of reaction of producing of ASA of the present invention is 210 ℃～230 ℃, is preferably 220 ± 5 ℃.
The reaction times of producing of ASA of the present invention is preferably 16 ± 0.2 hours.
In the process of preparation octadecylene base succinyl oxide, there is direct relation in the by product that produces in the purity of reaction product and the reaction process, and these by products are mainly the thermopolymer of alkene and maleic anhydride and the thermopolymer of alkene self.So that carbon octadecylene hydrocarbon is as reaction raw materials in high-purity linear-chain α and/or the straight chain, reaction product purity height, by product is few, and there are substantial connection in the generation of by product and temperature of reaction and reaction times.Usually, being reflected at 180 ℃ carries out.Improve temperature of reaction and can shorten the reaction times, but by product increases with the rising of temperature.
ASA preparation technology provided by the invention comprises: be 1.0～1.2: 1 mixed in molar ratio by carbon octadecylene hydrocarbon and maleic anhydride in straight chain alpha and/or the straight chain with carbon octadecylene hydrocarbon and maleic anhydride in the straight chain alpha of high purity (percentage composition 90～95%) and/or the straight chain, at 180 ℃～250 ℃ temperature, 1.0～2.0kg/cm
2Pressure under, reacted 15～17 hours, with twice rectification under vacuum of gained reactant, make high purity octadecylene base succinyl oxide.Carbon octadecylene hydrocarbon is meant that carbon number is the alkene of 18 carbon atoms in above-mentioned straight chain alpha or the straight chain, and the quality percentage composition of carbon octadecylene hydrocarbon is more than 90%, and the purity of carbon octadecylene hydrocarbon is high more, make sizing agent after, the sizing efficiency that is used for paper is good more.The ratio of the preparation material carbon octadecylene hydrocarbon of ASA of the present invention and the mol ratio of maleic anhydride is 1.0～1.2: 1, and the surplus of alkene is high more, and the yield of product is high more.
The temperature of reaction of producing of ASA of the present invention is preferably 220 ± 5 ℃, and the selection of this temperature is a key of the present invention, is lower than 180 ℃, reaction conversion ratio is extremely low, be higher than 250 ℃, then can increase the generation of side reactions such as coking, polymerization decomposition, bring difficulty for the separating high-purity alkenyl succinic anhydride.
Reaction times of the present invention is 15～17 hours, is preferably 16 ± 0.2 hours, and the reaction times, it is not thorough that reaction is carried out during less than 15 hours, and transformation efficiency is low, and reaction surpasses 17 hours, and reaction increases, but reaction conversion ratio also reduces.
Reaction pressure of the present invention is 1.0～2.0kg/cm
2, this reaction is the liquid-liquid reaction, reaction pressure is little to the transformation efficiency influence of reaction.
The reaction product that makes through above-mentioned operation promptly makes high purity octadecylene base succinyl oxide of the present invention after through twice rectification under vacuum.
Technological process of the present invention is simple, and proportioning raw materials is simple, and product structure is simple, product purity height (measured by red, orange, green, blue, yellow (ROGBY), product purity reaches 99.3%), and paper sizing is effective.
Embodiment
Embodiment 1
With 100 gram mass percentage compositions be 95% straight chain alpha carbon octadecylene hydrocarbon add that band stirs and the reactor of pump circulation in, by alkene and maleic anhydride is that 1.2: 1 mol ratio adds 29.17 gram maleic anhydrides, mix, be heated to 220 ℃, isothermal reaction 16 hours, through twice underpressure distillation of different pressures, obtain about 120 grams ASA product of the present invention.
Embodiment 2
Be that carbon octadecylene hydrocarbon adds in the reactor in 98% the straight chain with 100 gram mass percentage compositions, by alkene and maleic anhydride is that 1.1: 1 mol ratio adds 27 gram maleic anhydrides, mix, be heated to 240 ℃, isothermal reaction 15 hours, twice underpressure distillation of process different pressures makes high purity ASA product of the present invention.
Embodiment 3
With 100 gram mass percentage compositions is that 93% straight chain alpha carbon octadecylene hydrocarbon adds in the reactor, by alkene and maleic anhydride is that 1.0: 1 mol ratio adds 29.2 gram maleic anhydrides, mix, be heated to 200 ℃ then, isothermal reaction 17 hours, twice underpressure distillation of process different pressures makes high purity ASA product of the present invention.
Claims (4)
1. the preparation method of high purity carbon octadecylene base succinyl oxide, it is characterized in that with carbon octadecylene hydrocarbon and maleic anhydride in straight chain alpha more than 90% purity and/or the straight chain be raw material, the mol ratio of carbon octadecylene hydrocarbon and maleic anhydride is 1.0～1.2: 1, at 180 ℃～250 ℃ temperature, 1.0～2.0kg/cm
2Pressure under, reacted 15～17 hours, with the gained reactant, make high purity ASA of the present invention through rectifying.
2. as the preparation method of said ASA in the claim 1, the mol ratio that it is characterized in that said carbon octadecylene hydrocarbon and maleic anhydride is 1.05～1.15: 1, and the best is 1.15: 1.
3. as the preparation method of said ASA in the claim 1, the temperature of reaction of producing that it is characterized in that said ASA is 210 ℃～230 ℃, and the best is 220 ± 5 ℃.
4. as the preparation method of said ASA in the claim 1, it is characterized in that reaction times the best of producing of said ASA is 16 ± 0.2 hours.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200310104898 CN1241918C (en) | 2003-10-23 | 2003-10-23 | Prepn process of high purity alkenyl succinic anhydride |
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| CN 200310104898 CN1241918C (en) | 2003-10-23 | 2003-10-23 | Prepn process of high purity alkenyl succinic anhydride |
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| CN1609092A true CN1609092A (en) | 2005-04-27 |
| CN1241918C CN1241918C (en) | 2006-02-15 |
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| CN 200310104898 Expired - Fee Related CN1241918C (en) | 2003-10-23 | 2003-10-23 | Prepn process of high purity alkenyl succinic anhydride |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102472019A (en) * | 2009-08-27 | 2012-05-23 | 星光Pmc株式会社 | Sizing agent composition |
| CN104529955A (en) * | 2014-12-22 | 2015-04-22 | 苏州天马精细化学品股份有限公司 | Preparation technique of alkenyl succinic anhydride |
| CN105924415A (en) * | 2016-04-07 | 2016-09-07 | 辽宁石油化工大学 | Method for producing alkenyl succinic anhydride |
| CN106256821A (en) * | 2015-06-19 | 2016-12-28 | 上海东升新材料有限公司 | A kind of alkenyl succinic anhydride and its preparation method and application |
| CN106316997A (en) * | 2015-06-19 | 2017-01-11 | 上海东升新材料有限公司 | Alkenyl succinic anhydride, and preparation method and application thereof |
| CN112961128A (en) * | 2021-02-19 | 2021-06-15 | 上海昶法新材料有限公司 | Novel production process device for preparing ASA |
| CN113045518A (en) * | 2021-02-05 | 2021-06-29 | 上海昶法新材料有限公司 | Method for continuously preparing alkenyl succinic anhydride by using microchannel reactor |
| CN113149939A (en) * | 2021-02-05 | 2021-07-23 | 上海昶法新材料有限公司 | Method for preparing alkenyl succinic anhydride by tubular reactor |
| CN115160268A (en) * | 2022-08-10 | 2022-10-11 | 魏素芬 | Preparation process of C16-C18 alkenyl succinic anhydride |
-
2003
- 2003-10-23 CN CN 200310104898 patent/CN1241918C/en not_active Expired - Fee Related
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102472019A (en) * | 2009-08-27 | 2012-05-23 | 星光Pmc株式会社 | Sizing agent composition |
| CN104529955A (en) * | 2014-12-22 | 2015-04-22 | 苏州天马精细化学品股份有限公司 | Preparation technique of alkenyl succinic anhydride |
| CN104529955B (en) * | 2014-12-22 | 2016-07-06 | 苏州天马精细化学品股份有限公司 | Preparation technology for alkenyl succinic anhydride |
| CN106256821A (en) * | 2015-06-19 | 2016-12-28 | 上海东升新材料有限公司 | A kind of alkenyl succinic anhydride and its preparation method and application |
| CN106316997A (en) * | 2015-06-19 | 2017-01-11 | 上海东升新材料有限公司 | Alkenyl succinic anhydride, and preparation method and application thereof |
| CN106316997B (en) * | 2015-06-19 | 2018-12-18 | 上海东升新材料有限公司 | A kind of alkenyl succinic anhydride and its preparation method and application |
| CN105924415A (en) * | 2016-04-07 | 2016-09-07 | 辽宁石油化工大学 | Method for producing alkenyl succinic anhydride |
| CN113045518A (en) * | 2021-02-05 | 2021-06-29 | 上海昶法新材料有限公司 | Method for continuously preparing alkenyl succinic anhydride by using microchannel reactor |
| CN113149939A (en) * | 2021-02-05 | 2021-07-23 | 上海昶法新材料有限公司 | Method for preparing alkenyl succinic anhydride by tubular reactor |
| CN112961128A (en) * | 2021-02-19 | 2021-06-15 | 上海昶法新材料有限公司 | Novel production process device for preparing ASA |
| CN112961128B (en) * | 2021-02-19 | 2023-05-16 | 上海昶法新材料有限公司 | Novel production process device for preparing ASA |
| CN115160268A (en) * | 2022-08-10 | 2022-10-11 | 魏素芬 | Preparation process of C16-C18 alkenyl succinic anhydride |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1241918C (en) | 2006-02-15 |
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