JP5173806B2 - 高沸点溶剤処理を用いる結晶化方法を用いる(メタ)アクリル酸の製造方法 - Google Patents
高沸点溶剤処理を用いる結晶化方法を用いる(メタ)アクリル酸の製造方法 Download PDFInfo
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 title claims description 95
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- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
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- 150000001299 aldehydes Chemical class 0.000 description 2
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- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
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- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
a)粗製(メタ)アクリル酸相の合成;
b)以下を得るための、粗製(メタ)アクリル酸の、蒸留による処理(ワークアップ):
‐(メタ)アクリル酸相、及び
‐(メタ)アクリル酸二量体若しくは(メタ)アクリル酸オリゴマー又はその両方を含有する二量体相;
c)以下を得るための、(メタ)アクリル酸二量体若しくは(メタ)アクリル酸オリゴマー又はその両方の少なくとも一部の、前記二量体相からの分解:
‐(メタ)アクリル酸を含有する低沸点溶剤相、及び
‐前記低沸点溶剤相より(メタ)アクリル酸含有量の少ない高沸点溶剤相;
d)以下を得るための、1つ以上の結晶を生成することによる結晶化による、前記低沸点溶剤相からの(メタ)アクリル酸の少なくとも一部の分離:
−純(メタ)アクリル酸、及び
−残留液。
(α1)0.1〜75質量%、特に好ましくは5〜70質量%、さらに好ましくは10〜65質量%の(メタ)アクリル酸単量体、
(α2)1〜90質量%、特に好ましくは10〜40質量%、さらに好ましくは20〜30質量%の(メタ)アクリル酸二量体、
(α3)1〜25質量%、特に好ましくは2〜20質量%、さらに好ましくは5〜15の質量%の(メタ)アクリル酸三量体、
(α4)0〜20質量%、特に好ましくは1〜10質量%、さらに好ましくは2〜8質量%の水、
(α5)1〜92質量%、特に好ましくは10〜75質量%、さらに好ましくは、(メタ)アクリル酸三量体より大きい40〜57質量%のオリゴマーのほか、
(α6)1〜20質量%、特に好ましくは2〜15質量%、さらに好ましくは、副生成物として、α1、α2、α3、α4、及びα5とは異なる5〜10質量%の別の化合物、特にマレイン酸無水物。
これにより、成分(α1)から(α6)の総量は100質量%となる。
‐(メタ)アクリル酸が豊富な相及び
‐不純物相。
α 合成部、
β 前記合成部の下流に位置する、下部領域に底部帯域を備える蒸留処理(ワークアップ)部、
γ 前記底部帯域の下流に位置する、上部領域と下部領域とを含む加熱可能な圧力容器、
δ 前記上部領域の下流に位置する、第1出口と少なくとも1つの別の出口とを備える結晶化部。
I.本発明に係る方法による純(メタ)アクリル酸の製造、
II.ポリマー相を得るための、この純(メタ)アクリル酸含有するモノマー相の重合、
III.ポリマーを得るための、ポリマー相の処理(ワークアップ)。
2 合成部
3 処理(ワークアップ)部
4 塔底部
5 圧力容器
6 上部領域
7 下部領域
8 結晶化部
9 第1出口
10 別の出口
11 結晶化ユニット
12 冷却ユニット
13 加熱ユニット
14 加熱/冷却ユニット
15 アクロレイン反応器
16 アクリル酸反応器
17 クエンチユニット
18 第1蒸留塔
19 第2蒸留塔
20 落下被膜(falling film)
21 結晶
Claims (13)
- 以下の工程:
a)(メタ)アクリル酸を1〜80質量%の範囲で含有する粗製(メタ)アクリル酸相の合成;
b)以下を得るための、粗製(メタ)アクリル酸の、蒸留による処理:
‐(メタ)アクリル酸相、及び
‐(メタ)アクリル酸二量体若しくは(メタ)アクリル酸オリゴマー又はその両方を含有する二量体相;
c)以下を得るための、(メタ)アクリル酸二量体若しくは(メタ)アクリル酸オリゴマー又はその両方の少なくとも一部の、前記二量体相からの分解:
‐(メタ)アクリル酸を含有する低沸点溶剤相、及び
‐前記低沸点溶剤相より(メタ)アクリル酸含有量の少ない高沸点溶剤相;
d)以下を得るための、1つ以上の結晶を生成することによる結晶化による、前記低沸点溶剤相からの(メタ)アクリル酸の少なくとも一部の分離:
‐純(メタ)アクリル酸、及び
‐残留液を含んでなる、(メタ)アクリル酸の製造方法。 - 工程d)の低沸点溶剤相の少なくとも一部は冷却源上を覆う流体膜として導入される、請求項1に記載の方法。
- 流体膜の少なくとも一部が落下被膜として存在する、請求項2に記載の方法。
- 前記冷却源は少なくとも部分的に平面状であるように形成される、請求項2又は3に記載の方法。
- 結晶の少なくとも一部が発汗に付される、請求項1〜4のいずれか1項に記載の方法。
- 前記結晶を発汗後に溶融する、請求項5に記載の方法。
- 工程a)による合成は、
i.気相酸化、
ii.少なくとも1つのOH基を含む有機分子の脱水、及び、引き続き任意で酸化、
iii.液相酸化、から成る群から選ばれる、請求項1〜6のいずれか1項に記載の方法。 - 工程b)による蒸留処理は、少なくとも互いに引き続く2つの蒸留工程中で実施される、請求項1〜7のいずれか1項に記載の方法。
- 工程c)による分解が熱により生じる、請求項1〜8のいずれか1項に記載の方法。
- 工程c)による分解が10〜800barで生じる、請求項9に記載の方法。
- 更に工程e)として、工程d)からの残留液を結晶化して(メタ)アクリル酸が豊富な相及び不純物相を得る工程を含む請求項1〜10のいずれか1項に記載の方法。
- (メタ)アクリル酸が豊富な相が少なくとも部分的に工程d)に導入される、請求項11に記載の方法。
- 流体が通流するような方式で互いに接続された以下の部分:
α 合成部(2)と、
β 前記合成部(2)の下流に位置する、下部領域に底部帯域(4)を備える蒸留処理部(3)と、
γ 前記底部帯域(4)の下流に位置する、上部領域(6)と下部領域(7)とを含む加熱可能な圧力容器(5)と、
δ 前記上部領域(6)の下流に位置する、第1出口(9)と少なくとも1つの別の出口(10)とを備える結晶化部(8)と、を備える(メタ)アクリル酸製造装置(1)が用いられる、請求項1〜12のいずれか1項に記載の方法。
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Application Number | Priority Date | Filing Date | Title |
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DE102005039156.7 | 2005-08-17 | ||
DE102005039156.7A DE102005039156B4 (de) | 2005-08-17 | 2005-08-17 | Verfahren zur Herstellung von (Meth)Acrylsäure mit Schwersiedeaufarbeitung durch Kristallisation |
PCT/EP2006/007973 WO2007020024A1 (de) | 2005-08-17 | 2006-08-11 | Verfahren zur herstellung von (meth)acrylsäure mit schwersiedeaufarbeitung durch kristallisation |
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Country Status (8)
Country | Link |
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US (3) | US8178717B2 (ja) |
EP (1) | EP1926700B1 (ja) |
JP (2) | JP5173806B2 (ja) |
CN (1) | CN1915957B (ja) |
BR (1) | BRPI0617172A2 (ja) |
DE (1) | DE102005039156B4 (ja) |
WO (1) | WO2007020024A1 (ja) |
ZA (1) | ZA200801462B (ja) |
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---|---|---|---|---|
DE102004005863A1 (de) * | 2004-02-05 | 2005-09-08 | Stockhausen Gmbh | Reaktor mit einem einen Einsatz aufweisenden Wärmetauscherbereich |
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US20130072645A1 (en) | 2013-03-21 |
WO2007020024A1 (de) | 2007-02-22 |
US20120226003A1 (en) | 2012-09-06 |
CN1915957A (zh) | 2007-02-21 |
EP1926700A1 (de) | 2008-06-04 |
US20080287616A1 (en) | 2008-11-20 |
CN1915957B (zh) | 2012-02-29 |
US8445617B2 (en) | 2013-05-21 |
JP5646579B2 (ja) | 2014-12-24 |
JP2013053152A (ja) | 2013-03-21 |
US8178717B2 (en) | 2012-05-15 |
JP2009504698A (ja) | 2009-02-05 |
US8309668B2 (en) | 2012-11-13 |
DE102005039156A1 (de) | 2007-02-22 |
BRPI0617172A2 (pt) | 2011-07-12 |
DE102005039156B4 (de) | 2014-12-24 |
EP1926700B1 (de) | 2017-03-01 |
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