JPH0275602A - Manufacture of carboxymethyl ether alkali metal salt of tamarind gum - Google Patents
Manufacture of carboxymethyl ether alkali metal salt of tamarind gumInfo
- Publication number
- JPH0275602A JPH0275602A JP22779488A JP22779488A JPH0275602A JP H0275602 A JPH0275602 A JP H0275602A JP 22779488 A JP22779488 A JP 22779488A JP 22779488 A JP22779488 A JP 22779488A JP H0275602 A JPH0275602 A JP H0275602A
- Authority
- JP
- Japan
- Prior art keywords
- tamarind gum
- alkali metal
- metal salt
- carboxymethyl ether
- aqueous solution
- 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
- 235000004298 Tamarindus indica Nutrition 0.000 title claims abstract description 31
- 229910052783 alkali metal Inorganic materials 0.000 title claims abstract description 13
- -1 carboxymethyl ether alkali metal salt Chemical class 0.000 title claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 240000004584 Tamarindus indica Species 0.000 title 1
- 241000596504 Tamarindus Species 0.000 claims abstract description 30
- 239000007864 aqueous solution Substances 0.000 claims abstract description 15
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 9
- 239000003513 alkali Substances 0.000 claims abstract description 6
- 238000006266 etherification reaction Methods 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 48
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 27
- 239000000203 mixture Substances 0.000 abstract description 8
- 238000006243 chemical reaction Methods 0.000 abstract description 7
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract description 7
- 238000000034 method Methods 0.000 abstract description 6
- 239000000243 solution Substances 0.000 abstract description 3
- 239000003381 stabilizer Substances 0.000 abstract description 3
- 235000013305 food Nutrition 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract description 2
- 230000008719 thickening Effects 0.000 abstract description 2
- 239000006185 dispersion Substances 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
- 239000007810 chemical reaction solvent Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000007086 side reaction Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229940023144 sodium glycolate Drugs 0.000 description 2
- JEJAMASKDTUEBZ-UHFFFAOYSA-N tris(1,1,3-tribromo-2,2-dimethylpropyl) phosphate Chemical compound BrCC(C)(C)C(Br)(Br)OP(=O)(OC(Br)(Br)C(C)(C)CBr)OC(Br)(Br)C(C)(C)CBr JEJAMASKDTUEBZ-UHFFFAOYSA-N 0.000 description 2
- 241000220485 Fabaceae Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 235000021374 legumes Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000003716 rejuvenation Effects 0.000 description 1
- OWSBHFWSKFIEGF-UHFFFAOYSA-M sodium;methyl carbonate Chemical compound [Na+].COC([O-])=O OWSBHFWSKFIEGF-UHFFFAOYSA-M 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000002562 thickening agent 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、タマリンドガムのカルボキシメチルエーテル
アルカリ金属塩の製造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 a carboxymethyl ether alkali metal salt of tamarind gum.
（従来の技術）
従来のタマリンドガムのカルボキシメチルエーテルアル
カリ金属塩の製造方法として、例えば。(Prior Art) As a conventional method for producing carboxymethyl ether alkali metal salt of tamarind gum, for example.
イタリヤ特許第５７４９２８号には水を反応溶媒として
使用し水酸化ナトリウム及びモノクロル酢酸又はその塩
を使用すること、米国特許第４０８９６４７号には大過
剰のメチルアルコール水溶液を反応溶媒として使用する
こと、特開昭６０−１６６３０２号、西独公告第１１０
８１９８号及び米国特許第３２２３６９１号にはイソプ
ロピルアルコール水溶液を反応溶媒として使用すること
等が記載されている。Italian Patent No. 574,928 describes the use of water as a reaction solvent and sodium hydroxide and monochloroacetic acid or its salt, and U.S. Pat. Kaisho 60-166302, West German Publication No. 110
No. 8198 and US Pat. No. 3,223,691 describe the use of an aqueous solution of isopropyl alcohol as a reaction solvent.
（発り１が解決しようとする課題）
しかしながら、このような従来のタマリンドガムカルボ
キメチルエーテルアルカリ金属塩の製造方法にあっては
、いずれも工業化に際して困難な課題があるため工業化
に至っていないのが実状である０例えば。(Problem to be solved by Proposal 1) However, these conventional methods for producing tamarind gum carboxymethyl ether alkali metal salts have not been commercialized because they all have difficult problems in industrialization. For example, the actual situation is 0.
（１）タマリンドガムはアルカリ水溶液には１彰潤溶解
し高温、高濃度では撹拌出来なく均一反応が困難で、ま
た水媒法ではエーテル化剤の反応率も非常に低い。(1) Tamarind gum dissolves in an alkaline aqueous solution for 1 to 10 minutes, and cannot be stirred at high temperatures and high concentrations, making it difficult to achieve a uniform reaction, and the reaction rate of the etherifying agent is also very low in the aqueous method.
（２）イソプロピルアルコールを反応溶媒として使用す
る場合、反応溶媒と精製溶媒のメタノールと二極類の溶
媒を必要とし工業化に際しては設備が多くなる。(2) When isopropyl alcohol is used as a reaction solvent, a reaction solvent, methanol as a purification solvent, and a dipole solvent are required, which requires a large amount of equipment for industrialization.
（３）メタノールを反応溶媒として使用した場合これま
での製造方法では、水酸化ナトリウムとメタノールの副
反応によってソジュームメチラートが生成し、グリコー
ル酸ソーダの副反応が促進されるためモノクロル酢酸の
反応有効利用率が低下し水媒法以下である
等である。(3) When methanol is used as a reaction solvent In the conventional production method, sodium methylate is produced by a side reaction between sodium hydroxide and methanol, and the side reaction of sodium glycolate is accelerated, so the reaction of monochloroacetic acid The effective utilization rate has decreased and is below the water medium method.
よって、本発明が解決しようとする課題は、エーテル化
剤の有効利用率の高い新規なタマリンドガムのカルボキ
シメチルエーテルアルカリ金属塩の製造法を提供するこ
とにある。Therefore, the problem to be solved by the present invention is to provide a novel method for producing a carboxymethyl ether alkali metal salt of tamarind gum, which has a high effective utilization rate of an etherifying agent.
（課題を解決するための手段）
本発す１はタマリンドガムを、親水性有機溶媒の水溶液
中に分散させた状態でアルカリ及びエーテル化剤を作用
させてタマリンドガムのカルボキシメチルエーテルアル
カリ金属塩を製造するに際して。(Means for Solving the Problems) In the present invention, tamarind gum is dispersed in an aqueous solution of a hydrophilic organic solvent, and then an alkali and an etherification agent are applied to produce a carboxymethyl ether alkali metal salt of tamarind gum. When doing so.
該親水性有機溶媒としてメチルアルコールの６０〜９５
％水溶液をタマリンドガムの０．７〜２ 、５ｆｆ！ｆ
ｓｔ倍使用することを特徴とするタマリンドガムのカル
ボキシメチルエーテルアルカリ金属塩の製造方法である
。60-95 of methyl alcohol as the hydrophilic organic solvent.
% aqueous solution of tamarind gum 0.7~2,5ff! f
This is a method for producing a carboxymethyl ether alkali metal salt of tamarind gum, characterized in that the amount of the carboxymethyl ether alkali metal salt of tamarind gum is used at st times.
（手段を構成する要件）
本発明に使用するタマリンドガムとしては１例えばマメ
科の常緑高木の種子から分離精製して得られるタマリン
ドシードガム等が挙げられ。(Requirements constituting the means) Examples of the tamarind gum used in the present invention include tamarind seed gum obtained by separating and purifying seeds of evergreen trees of the Fabaceae family.
それらは多糖類に属するもので、通常蛋白質、脂肪類を
２５％以上含有している。They belong to the polysaccharide class and usually contain more than 25% protein and fat.
アルカリとしては、例えば水酸化カリウム、水酸化ナト
リウム等が挙げられることが好ましい。Preferably, the alkali includes, for example, potassium hydroxide, sodium hydroxide, and the like.
アルカリは、水溶液又は固形形態で系内の温度を４０℃
以下に保った状態で添加する。Alkali can be used as an aqueous solution or in solid form at a temperature of 40℃ in the system.
Add while maintaining the following.
エーテル化剤としてはモノクロル酢酸、そのナトリウム
基又°はそれらの混合物等が挙げられる。Examples of the etherification agent include monochloroacetic acid, its sodium group, and mixtures thereof.
親水性有機溶媒としては、６０〜９５％のメタノール水
溶液で、使用量はタマリンドガムの０゜７〜２．５重量
倍である。The hydrophilic organic solvent is a 60-95% methanol aqueous solution, and the amount used is 0.7-2.5 times the weight of tamarind gum.
本発明の製造方法として一例を示せば１次のような方法
が挙げられる。An example of the manufacturing method of the present invention is the following method.
タマリンドガムの０．７〜２．５！ｌｘ量倍の６０〜９
５％メタノール水溶液に、所定量のタマリンドを加えて
分散させ、さらに所定量のモノクロル酢酸を加えた後、
２０〜５０℃で１０〜６０分間攪拌混合する。Tamarind gum 0.7-2.5! 60 to 9 times the lx amount
After adding a predetermined amount of tamarind to a 5% methanol aqueous solution and dispersing it, and further adding a predetermined amount of monochloroacetic acid,
Stir and mix at 20-50°C for 10-60 minutes.
次に冷却下で所定量の水酸化ナトリウム固形物又はその
水溶液を加え４０℃以下で３０〜６０分攪拌混合した後
、エーテル化反応を共沸下で１〜３時間行なう。Next, a predetermined amount of solid sodium hydroxide or its aqueous solution is added under cooling, and the mixture is stirred and mixed at 40° C. or lower for 30 to 60 minutes, and then the etherification reaction is carried out under azeotropic conditions for 1 to 3 hours.
反応終了後酢酸で中和し、更にメタノール水溶液をタマ
リンドガムの３〜５倍量加えて精製する。After the reaction is completed, the mixture is neutralized with acetic acid and purified by adding an aqueous methanol solution 3 to 5 times the amount of tamarind gum.
固液を分離し、さらにメタノール水溶液をタマリンドガ
ムの３〜５倍量加えて精製し分離物を乾燥粉砕する。Solid and liquid are separated, and an aqueous methanol solution is added in an amount 3 to 5 times the amount of tamarind gum for purification, and the separated product is dried and ground.
（作用）
゛ 本発明の方法に従えば、親水性有機溶媒とじて特定
濃度のメタノール水溶液を特定量使用することによりタ
マリンドガムへの水酸化ナトリウムの吸若効果が促進さ
れ、従来より考えられていた。(Function) ゛ According to the method of the present invention, by using a specific amount of methanol aqueous solution with a specific concentration as a hydrophilic organic solvent, the rejuvenating effect of sodium hydroxide on tamarind gum is promoted, which has not been thought of in the past. Ta.
水酸化ナトリウムとメタノールの副反応によってソジュ
ームメチラートが生成し１次にソジュームメチラートと
モノクロル酢酸の副反応によってグリコール酸ソーダが
生成することによる、モノクロル耐酸の有効反応利用率
の低下が改良されるものである。Improved the decrease in the effective reaction utilization rate of monochloro acid resistance due to the generation of sodium methylate through a side reaction between sodium hydroxide and methanol, and the generation of sodium glycolate through the primary side reaction between sodium methylate and monochloroacetic acid. It is something that will be done.
（実施例）
以下、実施例及び比較例により発明実施の形態を及び効
果を示すが例示は当然説明用のもので、発明の技術的範
囲を制限し又は限定するものではない。(Examples) Hereinafter, embodiments of the invention and effects will be illustrated by Examples and Comparative Examples, but the examples are, of course, for illustrative purposes and are not intended to limit or limit the technical scope of the invention.
実施例。Example.
攪拌装置及び還流冷却器付の２見セパラブルフラスコに
メチルアルコール３６０部と純水４０部さらにモノクロ
ル酢酸９８部を仕込み攪拌溶解後、タマリンドガム２０
０部（水分８％、純分６６％）を仕込み、３０℃で３０
分間攪拌混合する６次に水酸化ナトリウム９０部を冷却
下３０〜４０″Ｃで１０分間で仕込み４０℃で３０分間
混合を行って１次に湯浴で７１ ’（：！の沸点まで昇
温しで９０分間エーテル化反応を行なう。360 parts of methyl alcohol, 40 parts of pure water, and 98 parts of monochloroacetic acid were placed in a two-way separable flask equipped with a stirring device and a reflux condenser, and after stirring and dissolving, 20 parts of tamarind gum was added.
0 parts (moisture 8%, pure content 66%) and heated at 30℃ for 30 minutes.
Stir and mix for 6 minutes. Next, add 90 parts of sodium hydroxide at 30-40"C for 10 minutes while cooling. Mix at 40℃ for 30 minutes. First, heat in a hot water bath to the boiling point of 71' (:! The etherification reaction was carried out for 90 minutes.
反応終了後、過剰の水酸化ナトリウムを酢酸で中和し、
中和終了後７５％のメチルアルコール水溶液８００部を
追加し３０分間攪拌後濾別し次に８５％メチルアルコー
ル水溶液を加えて３０分攪拌し濾別し、９０″Ｃの蒸気
乾燥器中で５時間転帰し粉砕してカルボキシメチルエー
テルナトリウム塩のタマリンドガム２０６部を得た。After the reaction is complete, excess sodium hydroxide is neutralized with acetic acid,
After neutralization, 800 parts of a 75% methyl alcohol aqueous solution was added, stirred for 30 minutes and filtered. Next, an 85% methyl alcohol aqueous solution was added, stirred for 30 minutes, filtered, and dried in a steam dryer at 90"C for 5 minutes. After a while, the mixture was crushed to obtain 206 parts of tamarind gum of carboxymethyl ether sodium salt.
比較例。Comparative example.
実施例において、ｒ純水４０部」を使用せず。In the example, 40 parts of r-pure water was not used.
その他は、実施例と全く同様に実施した。The rest was carried out in exactly the same manner as in the example.
これらの結果を第−表に示す。These results are shown in Table 1.
第−表
（発明の効果）
以上、説明した通り１本発明は、エーテル化剤の有効利
用率の高い新規なタマリンドガムのカルボキシメチルエ
ーテルアルカリ金属塩の製造法であり、さらに反応溶媒
と精製溶媒が同一であるため設備的にも経済的にも工業
化が容易な製造方法である。従って１食品用の増粘安定
剤、安定剤及びゲル化剤として、さらに捺染用糊料とし
て顕著な貢献を果たしうる。Table 1 (Effects of the Invention) As explained above, the present invention is a novel method for producing a carboxymethyl ether alkali metal salt of tamarind gum with a high effective utilization rate of an etherification agent, and furthermore, a reaction solvent and a purification solvent. Since these two methods are the same, it is a manufacturing method that is easy to industrialize in terms of equipment and economy. Therefore, it can make a significant contribution as a thickening stabilizer, stabilizer, and gelling agent for foods, and as a thickening agent for textile printing.
特許出願人 第一工業製薬株式会社Patent applicant Daiichi Kogyo Seiyaku Co., Ltd.
Claims (1)
分散させた状態でアルカリ及びエーテル化剤を作用させ
てタマリンドガムのカルボキシメチルエーテルアルカリ
金属塩を製造するに際して、該親水性有機溶媒としてメ
チルアルコールの６０〜９５％水溶液をタマリンドガム
の０．７〜２．５重量倍使用することを特徴とするタマ
リンドガムのカルボキシメチルエーテルアルカリ金属塩
の製造方法。(1) When tamarind gum is dispersed in an aqueous solution of a hydrophilic organic solvent and treated with an alkali and an etherification agent to produce a carboxymethyl ether alkali metal salt of tamarind gum, methyl ether is used as the hydrophilic organic solvent. 1. A method for producing a carboxymethyl ether alkali metal salt of tamarind gum, which comprises using a 60-95% alcohol aqueous solution in an amount of 0.7-2.5 times the weight of tamarind gum.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22779488A JPH0275602A (en) | 1988-09-12 | 1988-09-12 | Manufacture of carboxymethyl ether alkali metal salt of tamarind gum |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22779488A JPH0275602A (en) | 1988-09-12 | 1988-09-12 | Manufacture of carboxymethyl ether alkali metal salt of tamarind gum |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0275602A true JPH0275602A (en) | 1990-03-15 |
Family
ID=16866492
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22779488A Pending JPH0275602A (en) | 1988-09-12 | 1988-09-12 | Manufacture of carboxymethyl ether alkali metal salt of tamarind gum |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0275602A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107629139A (en) * | 2017-11-02 | 2018-01-26 | 山东广浦生物科技有限公司 | A kind of transparent guar gum and preparation method thereof |
| WO2020026041A1 (en) * | 2018-07-28 | 2020-02-06 | Tanna Raj Mahendra | Improved process for preparing alkali metal salt of carboxyalkyl ether of tamarind gum |
| WO2021033020A1 (en) * | 2019-08-20 | 2021-02-25 | Tanna Raj Mahendra | Alkali metal salt of carboxyalkyl ether of tamarind gum with improved composition |
-
1988
- 1988-09-12 JP JP22779488A patent/JPH0275602A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107629139A (en) * | 2017-11-02 | 2018-01-26 | 山东广浦生物科技有限公司 | A kind of transparent guar gum and preparation method thereof |
| CN107629139B (en) * | 2017-11-02 | 2019-12-10 | 山东广浦生物科技有限公司 | Transparent guar gum and preparation method thereof |
| WO2020026041A1 (en) * | 2018-07-28 | 2020-02-06 | Tanna Raj Mahendra | Improved process for preparing alkali metal salt of carboxyalkyl ether of tamarind gum |
| WO2021033020A1 (en) * | 2019-08-20 | 2021-02-25 | Tanna Raj Mahendra | Alkali metal salt of carboxyalkyl ether of tamarind gum with improved composition |
| US11384163B2 (en) | 2019-08-20 | 2022-07-12 | Raj Mahendra TANNA | Alkali metal salt of carboxyalkyl ether of tamarind gum with improved composition |
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