JPH01165601A - Production of hydroxyethylcellulose - Google Patents
Production of hydroxyethylcelluloseInfo
- Publication number
- JPH01165601A JPH01165601A JP32273187A JP32273187A JPH01165601A JP H01165601 A JPH01165601 A JP H01165601A JP 32273187 A JP32273187 A JP 32273187A JP 32273187 A JP32273187 A JP 32273187A JP H01165601 A JPH01165601 A JP H01165601A
- Authority
- JP
- Japan
- Prior art keywords
- cellulose
- ethylene oxide
- dioxane
- water
- alkali cellulose
- 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
- 239000004354 Hydroxyethyl cellulose Substances 0.000 title claims abstract description 11
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 title claims abstract description 11
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 title claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 229920002678 cellulose Polymers 0.000 claims abstract description 26
- 239000001913 cellulose Substances 0.000 claims abstract description 26
- 239000003513 alkali Substances 0.000 claims abstract description 17
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 16
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000012046 mixed solvent Substances 0.000 claims abstract description 5
- 239000006185 dispersion Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 1
- -1 acetone Chemical compound 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はジオキサン及び水の混合溶媒中でヒドロキシエ
チルセルロースを製造する方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a method for producing hydroxyethylcellulose in a mixed solvent of dioxane and water.
（従来技術）
従来ヒドロキシエチルセルロースを溶媒法で製造する場
合、エタノール、イソプロパツール、３級ブタノール等
のアルコール類、もしくはアセトン等の溶媒中にアルカ
リセルロースを分散せしめ、これにエチレンオキサイド
を反応させることが良く知られている。(Prior art) Conventionally, when producing hydroxyethyl cellulose by a solvent method, alkali cellulose is dispersed in an alcohol such as ethanol, isopropanol, tertiary butanol, or a solvent such as acetone, and then ethylene oxide is reacted with the alkali cellulose. is well known.
然るに、これらの溶媒を用いた場合、上記のアルコール
類においては、エチレンオキサイドが該アルコールと反
応する為、セルロースに対するエチレンオキサイドの付
加効率が悪く、かつ不均一な付加を起し易いため、付加
モル数が略２モル以上にならないと生成ヒドロキシエチ
ルセルロース水溶液の透明性が悪いという欠点がある。However, when these solvents are used, the ethylene oxide reacts with the alcohol in the above alcohols, so the addition efficiency of ethylene oxide to cellulose is poor, and non-uniform addition tends to occur. Unless the number is approximately 2 moles or more, there is a drawback that the resulting aqueous hydroxyethyl cellulose solution has poor transparency.
又、アセトンの場合、比較的、良好なとドロキシエチル
セルロースが得られるが、アセトンの洲点が低い為。In addition, in the case of acetone, relatively good droxyethylcellulose can be obtained, but the point of acetone is low.
反応に際し危険が伴うという欠点がある、（発明が解決
しようとする問題点）
本発明はとドロキシエチルセルロースを溶媒法で製造す
るに際し、セルロースに対するエチレンオキサイドの付
加効率を向上させ、かつ、均一な付加を行なわしめる為
、更に沸点の低さに起因する反応の危険性を減少させる
為に、ジオキサン及び水の混合溶媒を用いることを見出
した点にある。The present invention has the disadvantage that the reaction is dangerous. (Problem to be solved by the invention) The present invention improves the efficiency of addition of ethylene oxide to cellulose when producing droxyethyl cellulose by a solvent method, and adds uniformity to the cellulose. It has been found that a mixed solvent of dioxane and water can be used to carry out the addition and to further reduce the risk of reaction due to the low boiling point.
（問題点を解決するための手段）
既ち、本発明はセルロース原料をアルカリ水溶液に浸漬
し、圧搾してアルカリセルロースを調整した後、該アル
カリセルロースを５〜１０倍量のジオキサン及び水の混
合溶媒中に分散せしめ、エチレンオキサイドを反応させ
ることを特徴とするヒドロキシエチルセルロースの製造
方法である。(Means for Solving the Problems) The present invention has already been proposed by immersing a cellulose raw material in an alkaline aqueous solution and pressing it to prepare alkali cellulose, and then mixing the alkali cellulose with 5 to 10 times the amount of dioxane and water. This is a method for producing hydroxyethyl cellulose, which is characterized by dispersing it in a solvent and reacting it with ethylene oxide.
使月するジオキサン及び水の混合比率はジオキサン：水
＝９０〜７０：１０〜３０であるが、好ましくは ８５
〜７５：１５〜２５（いずれも重量比）である。ジオキ
サン及び水の混合比率において、この範囲以上にジオキ
サンが多い場合はアルカリセルロースの溶媒中における
分散が悪く、それが為、不均一反応を生起し易く、逆に
水が多い場合は、水とエチレンオキサイドとの副反応が
大きくなり、セルロースに対するエチレンオキサイドの
付加効率が悪くなる。The mixing ratio of dioxane and water used is dioxane:water = 90-70:10-30, preferably 85
-75:15-25 (all weight ratios). Regarding the mixing ratio of dioxane and water, if the amount of dioxane exceeds this range, the dispersion of alkali cellulose in the solvent will be poor, which will easily cause a heterogeneous reaction. Side reactions with oxide become large, and the efficiency of adding ethylene oxide to cellulose deteriorates.
尚、アルカリセルロースを調整する場合は、常法どうり
カセイソーダ水溶液を用いるが、浸漬、圧搾後のカセイ
ソーダ量はセルロース重量に対し約２５〜４０％、グル
コース単位当りに換算して約１．０〜１．６モルになる
様にするのが好ましい。In addition, when preparing alkali cellulose, a caustic soda aqueous solution is used in the usual manner, but the amount of caustic soda after soaking and pressing is approximately 25 to 40% of the weight of cellulose, and approximately 1.0 to 1.0 in terms of glucose unit. It is preferable to adjust the amount to 1.6 mol.
更にエチレンオキサイドを反応させるに際しては、−括
添加又は分割添加のいずれでも良く、反応温度は４０〜
８０℃の範囲、好ましくは４０〜６０℃である。Furthermore, when reacting ethylene oxide, either bulk addition or divisional addition may be used, and the reaction temperature is 40-40°C.
It is in the range of 80°C, preferably 40-60°C.
（発明の効果）
本発明の効果はセ□ルロースに対するエチレンオキサイ
ドの付加効率を高め、かつ、均一な付加を進行させるこ
とにより、透明性の良いヒドロキシエチルセルロースを
製造できることである。(Effects of the Invention) The effects of the present invention are that hydroxyethylcellulose with good transparency can be produced by increasing the efficiency of addition of ethylene oxide to cellulose and promoting uniform addition.
（実施例） 以下に本発明の実施例を示す。(Example) Examples of the present invention are shown below.
尚、実施例中のエチレンオキサイド付加モル数及び透明
性の数値は次の方式によるものである。In addition, the number of moles of ethylene oxide added and the numerical values of transparency in the examples are based on the following method.
エチレンオキサイド付加モル数−・・モルガン氏法によ
る。Number of moles of ethylene oxide added: Based on Morgan's method.
透明性−・・ボイック積分球式極微濁度計（日本精密光
学株式会社製）による濁度測定。Transparency: Turbidity measurement using a Boick integrating sphere microturbidity meter (manufactured by Nippon Seimitsu Kogaku Co., Ltd.).
実施例
ウッドバルブ（重合度９００、水分１０％）１８０ｇｒ
を１５％カセイソーダ水溶液中に２０’Ｃで１時間浸漬
し、約２．５倍に圧搾して４００ｇのアルカリセルロー
スを得た。得られたアルカリセルロースの組成はセルロ
ース分３５％、カセイソーダ分１３％、水分５２％であ
った。Example wood bulb (degree of polymerization 900, moisture 10%) 180gr
was immersed in a 15% caustic soda aqueous solution at 20'C for 1 hour and compressed to about 2.5 times to obtain 400 g of alkali cellulose. The composition of the obtained alkali cellulose was 35% cellulose, 13% caustic soda, and 52% water.
次に得られたアルカリセルロースを加圧ニーダ−に仕込
み、３０℃以下で約１時間解砕した後、ジオキサン１０
００ｇ （反応系のジオキサン：水＝８２．８ ： １
７．２、セルロース濃度１０％になる）を加え、反応容
器内の空気を窒素ガスで置換した後、エチレンオキサイ
ド９５ｇ（グルコース単位当たり２．５モル分）を−括
添加し、４０〜４５℃で６時間反応させた。反応終了後
、反応物を酢酸で中和し、更に７５％イソプロパツール
溶液で２回洗浄して減圧乾燥させ、本発明品Ｎｏ、１の
ヒドロキシエチルセルロースを得た。Next, the obtained alkali cellulose was charged into a pressure kneader and crushed at 30°C or less for about 1 hour, and then dioxane 10
00g (Dioxane:water in the reaction system = 82.8: 1
7.2, cellulose concentration is 10%), and after replacing the air in the reaction vessel with nitrogen gas, 95 g of ethylene oxide (2.5 moles per glucose unit) was added in bulk, and the temperature was heated at 40 to 45°C. The mixture was reacted for 6 hours. After the reaction was completed, the reaction product was neutralized with acetic acid, washed twice with a 75% isopropanol solution, and dried under reduced pressure to obtain hydroxyethylcellulose of the present invention No. 1.
以下１表１に示す様な条件で本発明品Ｎｏ、２〜Ｎ００
４を得た。尚、比較例としてジオキサンの代わりにイソ
プロパツールを用い、比較品Ｎｏ。Inventive products No. 2 to N00 under the conditions shown in Table 1 below.
I got 4. In addition, as a comparative example, isopropanol was used instead of dioxane, and comparative product No.
１、Ｎｏ、２のヒドロキシエチルセルロースを得た。Hydroxyethyl cellulose No. 1, No. 2, and No. 2 were obtained.
得られたヒドロキシエチルセルロースのエチレンオキサ
イド付加モル数及び透明性については表２に示した。Table 2 shows the number of moles of ethylene oxide added and the transparency of the obtained hydroxyethyl cellulose.
Claims (1)
スとした後、該アルカリセルロースをジオキサン及び水
の混合溶媒中に分散せしめ、エチレンオキサイドを反応
させることを特徴とするヒドロキシエチルセルロースの
製造方法。A method for producing hydroxyethyl cellulose, which comprises converting cellulose into alkali cellulose using an aqueous alkali solution, dispersing the alkali cellulose in a mixed solvent of dioxane and water, and reacting the alkali cellulose with ethylene oxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32273187A JPH01165601A (en) | 1987-12-22 | 1987-12-22 | Production of hydroxyethylcellulose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32273187A JPH01165601A (en) | 1987-12-22 | 1987-12-22 | Production of hydroxyethylcellulose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01165601A true JPH01165601A (en) | 1989-06-29 |
Family
ID=18146993
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32273187A Pending JPH01165601A (en) | 1987-12-22 | 1987-12-22 | Production of hydroxyethylcellulose |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01165601A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6811605B2 (en) * | 2002-03-11 | 2004-11-02 | Shin-Etsu Chemical Co., Ltd. | Admixture and extrudable hydraulic composition |
| JP2010516830A (en) * | 2007-01-22 | 2010-05-20 | アクゾ ノーベル ナムローゼ フェンノートシャップ | Method for producing cellulose ether |
-
1987
- 1987-12-22 JP JP32273187A patent/JPH01165601A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6811605B2 (en) * | 2002-03-11 | 2004-11-02 | Shin-Etsu Chemical Co., Ltd. | Admixture and extrudable hydraulic composition |
| JP2010516830A (en) * | 2007-01-22 | 2010-05-20 | アクゾ ノーベル ナムローゼ フェンノートシャップ | Method for producing cellulose ether |
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