CN105944676A - 一种呋喃二甲酸庚酯纯化用吸附剂的制备方法 - Google Patents
一种呋喃二甲酸庚酯纯化用吸附剂的制备方法 Download PDFInfo
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- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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Abstract
本发明提供一种呋喃二甲酸庚酯纯化用吸附剂的制备方法，工业级呋喃二甲酸庚酯经过装有本专利技术制得的吸附剂的层析柱中进行吸附，可得到呋喃二甲酸庚酯纯化用吸附剂产品。
Description
技术领域
本发明涉及一种吸附剂的制备方法，特别是一种呋喃二甲酸庚酯纯化用吸附剂的制备方法。
背景技术
我国是糠醛生产大国，产品主要供应国际市场，受国际贸易影响严重，一旦出口减少，糠醛生产厂家会很被动，因此研究开发糠醛资源深加工和综合利用具有重要意义。呋喃二甲酸庚酯是糠醛深加工产品呋喃环香料中糠酸酯类的一种，糠醛为原料制备呋喃二甲酸庚酯，产物含有微量的异构体，如甲基己基，乙基戊基，二甲基戊基，三甲基丁基等，需要进一步提纯。
CN103391930A公开了作为增塑剂的呋喃二甲酸的C11-C13二烷基酯。采用真空条件下，使用氮气气提进行纯化，再经冷却过滤，得到纯度99.5％的酯含量。
CN103380120A公开了作为增塑剂的呋喃二甲酸戊酯。在沸石的存在下将过量的醇在减压下去除，并通过蒸馏纯化粗产物，得到产品。
CN102666521A公开了一种2，5-呋喃二甲酸的二烷基酯的制备方法，该方法包括以下步骤：在高于140℃的温度下，使包括选自5-羟甲基糠醛(HMF)、5-羟甲基糠醛的酯、5-甲基糠醛、5(氯甲基)糠醛、5-甲基糠酸、5-(氯甲基)糠酸、2，5-二甲基呋喃和两种以上这些化合物的混合物的化合物的进料在氧化催化剂存在的情况下与氧化剂接触。
目前文献中所报道的提纯呋喃二甲酸庚酯的方法，主要采用蒸馏的方法，仍含有一些杂质不能去除，需要新的纯化方法。
发明内容
本发明目的在于解决现有技术中存在的上述技术问题，提供一种呋喃二甲酸庚酯纯化用吸附剂的制备方法。
本发明所述的一种呋喃二甲酸庚酯纯化用吸附剂的制备方法，通过以下步骤制备：
(1)将环戊烷和正丁基锂，四甲基乙二胺，双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛混合，按重量比100∶10-30∶0.1-0.5∶0.01-0.1计，得到的混合物升温至60-100℃，搅拌2-6h，得到中间产品1；
(2)在100重量份5A分子筛中加入300-1000重量份的中间产品1，然后升温至60-100℃，搅拌，5-30h，过滤，烘干，在200-550℃焙烧1-4h，得到所述的呋喃二甲酸庚酯用吸附剂。
所述的5A分子筛，环戊烷，正丁基锂，四甲基乙二胺均为市售产品；
所述的双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛为市售产品，如湖北鑫鸣泰化学有限公司生产的产品。
本发明的吸附剂产品具有以下有益效果：
本发明产品具有吸附能力强、选择性高等优点，正丁基锂，四甲基乙二胺，双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛形成稳定的配合物，提高了吸附剂对呋喃二甲酸庚酯中的微量的异构体，如甲基己基，乙基戊基，二甲基戊基，三甲基丁基等杂质的吸附能力。
具体实施方式
以下实例仅是进一步说明本发明，并不是限制本发明保护的范围。
实施例1
步骤1.在2000L反应釜中，将1000Kg环戊烷，20Kg正丁基锂，3Kg四甲基乙二胺，7Kg双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛混合，得到的混合物升温至80℃，搅拌3h，得到中间产品1；
步骤2.在1000L反应釜中，加入100Kg5A分子筛，500Kg的中间产品1，然后升温至80℃，搅拌，24h，过滤，烘干，在350℃焙烧2h，得到所述的呋喃二甲酸庚酯用吸附剂。
所得产品编号为W-1。
实施例2
步骤1.在2000L反应釜中，将1000Kg环戊烷，10Kg正丁基锂，1Kg四甲基乙二胺，1Kg双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛混合，得到的混合物升温至60℃，搅拌6h，得到中间产品1；
步骤2.在1000L反应釜中，加入100Kg5A分子筛，300Kg的中间产品1，然后升温至60℃，搅拌30h，过滤，烘干，在200℃焙烧4h，得到所述的呋喃二甲酸庚酯用吸附剂。所得产品编号为W-2
实施例3
步骤1.在2000L反应釜中，将1000Kg环戊烷，30Kg正丁基锂，5Kg四甲基乙二胺，10Kg双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛混合，得到的混合物升温至100℃，搅拌2h，得到中间产品1；
步骤2.在1000L反应釜中，加入100Kg5A分子筛，1000Kg的中间产品1，然后升温至100℃，搅拌5h，过滤，烘干，在550℃焙烧1h，得到所述的呋喃二甲酸庚酯用吸附剂。所得产品编号为W-3
对比例1
步骤1中，不加入四甲基乙二胺，其它同实施例1。所得产品编号为W-4。
对比例2
步骤1中，不加入双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛，其它同实施例1。所得产品编号为W-5。
对比例3
步骤1中，不加入正丁基锂，其它同实施例1。所得产品编号为W-6。
对比例4
步骤1取消，其它同实施例1。所得产品编号为W-7。
实施例4吸附提纯呋喃二甲酸庚酯：
将100Kg工业级呋喃二甲酸庚酯(质量百分比含量98.5％)经过装有实施例1-3以及对比例1-4制备的吸附剂的层析柱中进行吸附，温度100℃，流速5BV/h，可得到呋喃二甲酸庚酯纯化产品。呋喃二甲酸庚酯质量百分含量见表1，
表1：呋喃二甲酸庚酯质量百分含量的比较
以上仅为本发明的具体实施例，但本发明的技术特征并不局限于此。任何以本发明为基础，为解决基本相同的技术问题，实现基本相同的技术效果，所作出的简单变化、等同替换或者修饰等，皆涵盖于本发明的保护范围之中。
Claims (1)
1.一种呋喃二甲酸庚酯纯化用吸附剂的制备方法，其特征在于包括以下步骤：
(1)将环戊烷和正丁基锂，四甲基乙二胺，双(1-(2，4-二氟苯基)-3-吡咯基)二茂钛混合，按重量比100∶10-30∶0.1-0.5∶0.01-0.1计，得到的混合物升温至60-100℃，搅拌2-6h，得到中间产品1；
(2)在100重量份5A分子筛中加入300-1000重量份的中间产品1，然后升温至60-100℃，搅拌，5-30h，过滤，烘干，在200-550℃焙烧1-4h，得到所述的呋喃二甲酸庚酯用吸附剂。
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031494A1 (en) * | 1995-04-05 | 1996-10-10 | Chronopol, Inc. | Method to produce and purify cyclic esters |
| CN1332183A (zh) * | 2001-07-25 | 2002-01-23 | 巴陵石化岳阳石油化工总厂 | 一种由偶联法制备的含共轭二烯烃的苯乙烯类嵌段聚合物的选择氢化方法 |
| WO2012165120A1 (ja) * | 2011-05-27 | 2012-12-06 | 旭化成ケミカルズ株式会社 | 水添共役ジエン系共重合体の製造方法 |
| CN103380120A (zh) * | 2011-02-24 | 2013-10-30 | 赢创奥克森诺有限责任公司 | 作为增塑剂的呋喃二甲酸戊酯 |
| CN103380121A (zh) * | 2011-02-24 | 2013-10-30 | 赢创奥克森诺有限责任公司 | 作为增塑剂的呋喃二甲酸庚酯 |
-
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- 2016-04-26 CN CN201610259814.6A patent/CN105944676B/zh active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031494A1 (en) * | 1995-04-05 | 1996-10-10 | Chronopol, Inc. | Method to produce and purify cyclic esters |
| CN1332183A (zh) * | 2001-07-25 | 2002-01-23 | 巴陵石化岳阳石油化工总厂 | 一种由偶联法制备的含共轭二烯烃的苯乙烯类嵌段聚合物的选择氢化方法 |
| CN103380120A (zh) * | 2011-02-24 | 2013-10-30 | 赢创奥克森诺有限责任公司 | 作为增塑剂的呋喃二甲酸戊酯 |
| CN103380121A (zh) * | 2011-02-24 | 2013-10-30 | 赢创奥克森诺有限责任公司 | 作为增塑剂的呋喃二甲酸庚酯 |
| WO2012165120A1 (ja) * | 2011-05-27 | 2012-12-06 | 旭化成ケミカルズ株式会社 | 水添共役ジエン系共重合体の製造方法 |
| CN103459431A (zh) * | 2011-05-27 | 2013-12-18 | 旭化成化学株式会社 | 氢化共轭二烯系共聚物的制造方法 |
Non-Patent Citations (1)
| Title |
|---|
| 张娜娜等: "活化条件对二氯二茂钛/正丁基锂催化苯乙烯－丁二烯－苯乙烯嵌段共聚物加氢反应的影响", 《合成橡胶工业》 * |
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