JPS61157502A - Production of easily dispersible carboxyalkylhydroxyalkyl cellulose - Google Patents
Production of easily dispersible carboxyalkylhydroxyalkyl celluloseInfo
- Publication number
- JPS61157502A JPS61157502A JP27642384A JP27642384A JPS61157502A JP S61157502 A JPS61157502 A JP S61157502A JP 27642384 A JP27642384 A JP 27642384A JP 27642384 A JP27642384 A JP 27642384A JP S61157502 A JPS61157502 A JP S61157502A
- Authority
- JP
- Japan
- Prior art keywords
- cellulose
- sodium salt
- water
- carboxyalkylhydroxyalkyl
- carboxyalkylhydroxyalkylcellulose
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 229920002678 cellulose Polymers 0.000 title abstract description 11
- 239000001913 cellulose Substances 0.000 title abstract description 11
- 159000000000 sodium salts Chemical class 0.000 claims abstract description 14
- 238000006467 substitution reaction Methods 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims abstract description 6
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 15
- 238000004132 cross linking Methods 0.000 abstract description 6
- 239000002245 particle Substances 0.000 abstract description 4
- 239000004568 cement Substances 0.000 abstract description 3
- 150000002148 esters Chemical class 0.000 abstract description 2
- 239000003208 petroleum Substances 0.000 abstract description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229920003086 cellulose ether Polymers 0.000 description 10
- 238000000034 method Methods 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- -1 carboxyethyl group Chemical group 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000005553 drilling Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 241000567769 Isurus oxyrinchus Species 0.000 description 2
- 125000004181 carboxyalkyl group Chemical group 0.000 description 2
- 239000011083 cement mortar Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound 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
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 235000021395 porridge Nutrition 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は分散性の良いカルボキシアルキルヒドロキシア
ルキルセルロースナトリウム塩に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a carboxyalkylhydroxyalkyl cellulose sodium salt with good dispersibility.
詳しくは一部酸型化したカルボキシアルキルヒドロキシ
アルキルセルロースナトリウムｍｔ−加熱架橋処理する
ことによる易分散性カルボキシアルキルヒドロキシアル
キルセルロースナトリウム塩の製造法である。Specifically, it is a method for producing easily dispersible carboxyalkylhydroxyalkylcellulose sodium salt by subjecting sodium carboxyalkylhydroxyalkylcellulose partially acidified to mt-heat crosslinking treatment.
〔従来の技術と発明が解決し、ようとする問題点〕一般
にカルボキシメチルセルロースナトリウム塩、ヒドロキ
シエチルセルロースなどセルロースエーテルは水に対す
る分散性が悪く、いわゆるママコになシやすいため水溶
解時には十分攪拌しながら少量ずつ添加しなければなら
ず、更に完全溶解までには長時間を必要とする欠点があ
る。このため、ママコ現象を防止する方法と％顆粒状に
する方法もあるが、部分的に〜〜△
コになシ、必ずしも十分ではない。また、グリオキザー
ルなどで処理する方法（特公昭４２−６６７４号公報）
も知られているが、処理及びｐｉ（調整に手間がかかシ
、第三成分添加のため、純度の点で用途的に制約を受け
ることにもなる。[Problems to be solved by the conventional technology and the invention] In general, cellulose ethers such as carboxymethyl cellulose sodium salt and hydroxyethyl cellulose have poor dispersibility in water and are prone to so-called mako. It has the disadvantage that it has to be added one by one, and it takes a long time for complete dissolution. For this reason, there are methods to prevent the mako phenomenon and methods to make it into granules, but these are not necessarily sufficient. In addition, a method of treating with glyoxal etc. (Japanese Patent Publication No. 1974-6674)
is also known, but it takes time and effort to process and adjust pi (pi), and because it requires the addition of a third component, it is also subject to restrictions in terms of purity.
カルボキシアルキルヒドロキシアルキルセルロースはこ
れらセルロースエーテルの１種であシ石油掘削の際のセ
メンティングの硬化遅延剤や石油の掘削用泥水、セメン
トモルタル用など広範囲に利用されているが、分散性が
悪くいわゆるママコになルやすい欠点を宿している。Carboxyalkylhydroxyalkylcellulose is one of these cellulose ethers and is widely used as a hardening retarder in cementing during oil drilling, mud for oil drilling, and cement mortar, but it has poor dispersibility and is used in so-called It has a flaw that makes it easy for Mamako to get used to.
本発明の目的は水分散性が良くいわゆるママコになりに
くいカルボキシアルキルヒドロキシアルキルセルロース
を提供することにある。An object of the present invention is to provide a carboxyalkylhydroxyalkyl cellulose that has good water dispersibility and is resistant to so-called "mamako" formation.
ｃ問題点を解決するための手段〕
本発明者は上述のような第三成分を全く添加することの
ないカルボキシアルキルヒドロキシアルキルセルロース
の製法を鋭意検討した結果。(c) Means for Solving the Problems] The present inventor has intensively studied a method for producing carboxyalkylhydroxyalkyl cellulose without adding any third component as described above.
水分散性が極めて優れたカルボキシアルキルヒドロキシ
アルキルセルロースの製法を発見し、完成し、たもので
ある。We have discovered and perfected a method for producing carboxyalkylhydroxyalkyl cellulose that has extremely excellent water dispersibility.
すなわち本発明は、遊離カルボン酸基の置換ＦｌｉＺ
ｏ、００ ｏ ５以上のカルボキシアルキルヒドロキシ
アルキルセルロースナ・トリウム塩’ｉ５０〜２００Ｃ
で加熱処理することを特徴とする易分散性カルボキシア
ルキルヒドロキシアルキルセルロースナトリウム塩の製
造法である。That is, the present invention provides substituted FliZ for free carboxylic acid groups.
o, 00 o 5 or more carboxyalkylhydroxyalkyl cellulose sodium salt 'i50~200C
This is a method for producing easily dispersible carboxyalkylhydroxyalkylcellulose sodium salt, which is characterized by heat treatment with.
カルボキシアルキルヒドロキシアルキルセルロースが水
溶解時にママコになる理由は、カルボキシアルキルヒド
ロキシアルキルセルロースが水に対する親和力及び溶解
力が非常に高いため、水に接触した該セルロースエーテ
ルの粒子の表面が即時が解すると同時に水分子を結合保
持するために、該セルロースエーテル粒子内部への水の
浸透拡散を妨げることである。The reason why carboxyalkylhydroxyalkylcellulose becomes sticky when dissolved in water is because carboxyalkylhydroxyalkylcellulose has a very high affinity and dissolving power for water, so the surface of the cellulose ether particles that come into contact with water immediately dissolves. In order to bind and retain water molecules, the permeation and diffusion of water into the interior of the cellulose ether particles is prevented.
該セルロースエーテルの用途は石油ポーリングの際のセ
メンティングの硬化遅延剤やセメントモルタル用添加剤
などのセメント使用分野や石油掘削用のベントナイト泥
水などアルカリ性で使用されるものが多く、水には完全
に溶解しガくとも、アルカリ性で溶解すれば充分である
。The cellulose ether is mostly used in cement fields such as hardening retardants for cementing during oil poling and as additives for cement mortar, and in alkaline conditions such as bentonite mud for oil drilling. Even if it is difficult to dissolve, it is sufficient to dissolve it in an alkaline solution.
そこで、本発明は加熱処理によりカルボキシアルキルヒ
ドロキシアルキルセルロース分子鎖内に、部分的にエス
テル架橋結合を導入することによって、粒子内部への水
の浸透を促進することによシ、ママコを防止するもので
ある。In view of this, the present invention is a method for preventing porridge by partially introducing ester crosslinks into the molecular chains of carboxyalkylhydroxyalkyl cellulose through heat treatment, thereby promoting the penetration of water into the inside of the particles. It is.
本発明はカルボキシアルキルヒドロキシアルキルセルロ
ースナトリウム塩に遊離カルボン酸基を導入し、加熱す
ることによ多分子鎖中の水酸基と架橋反応を行なわしめ
る。In the present invention, a free carboxylic acid group is introduced into a carboxyalkylhydroxyalkylcellulose sodium salt, and a crosslinking reaction is carried out with the hydroxyl group in the polymolecular chain by heating the free carboxylic acid group.
本発明の出発原料のカルボキシアルキルヒドロキシアル
キルセルロースナトリウム塩ハカルボキシアルキル基と
してはカルボキシメチル、カルボキシエチル基などであ
シ、ヒドロキシアルキル基としてはヒドロキシメチル、
ヒドロキシエチル、ヒドロキシプロピル、ヒドロキシブ
チル基などであ）、その混合したものであっても良い。Carboxyalkylhydroxyalkyl cellulose sodium salt as a starting material of the present invention. The carboxyalkyl group may be carboxymethyl, carboxyethyl group, etc., and the hydroxyalkyl group may be hydroxymethyl, carboxyethyl group, etc.
hydroxyethyl, hydroxypropyl, hydroxybutyl, etc.), or a mixture thereof.
またその製法はいずれのもの本使用でき、置換基の付加
する順序もどのようなものでも良い。Moreover, any manufacturing method can be used, and any order of addition of substituents may be used.
該セルロースエーテルの置換度はカルボキシアルキル基
の置換度（Ｄａｇｒｅｅ ｏｆ ５ｕｂｓｔｉｔｕｔｉ
ｏｎ＋Ｄ、Ｓ、と略す）がｏ、ｏ ｏ ｏ ｓ以上であ
シ、その上限は５．０実用的には２．０までである。ヒ
ドロキシアルキル基の置換度（Ｍｏｌａｒ ５ｕｂｓｔ
ｉｔｕｔｉｏｎ、Ｍ、Ｓ、と略す）は０．１以上１０．
０まで、好ましくは０．１〜８．０である。該セルロー
スエーテルの１％水溶液の粘度は７センチボイズ以上で
あれば良い。The degree of substitution of the cellulose ether is determined by the degree of substitution of carboxyalkyl groups.
(abbreviated as on+D, S) must be equal to or greater than o, o o o s, and its upper limit is 5.0, but practically up to 2.0. Degree of substitution of hydroxyalkyl group (Molar 5ubst
(abbreviated as itution, M, S) is 0.1 or more 10.
0, preferably 0.1 to 8.0. The viscosity of the 1% aqueous solution of cellulose ether may be 7 centivoise or more.
加熱温度は５０゛〜２００Ｃが適尚であ〕、好ましくは
８０〜１８０Ｃであるが、このようなエステル化架橋反
応を行なわせるため、該セルロースエーテル中に遊離の
カルボン酸基が必要である。その量は遊離カルボン酸基
の置換度（ｎ、ｓ、） がｏ、ｏ ｏ ｏ ５以上で
あシ、このような遊離カルボン酸基が存在する該セルロ
ースエーテルは、製造時の中和工程において−を７．５
以下に調整することによって可能であ）、声が低いほど
エステル化架橋はおこシやすい。この虜を下げる操作は
モノク田ル酢酸ナトリウムの残存、あるいは添加による
自己分解によっても可能である。The appropriate heating temperature is 50 to 200C, preferably 80 to 180C, but free carboxylic acid groups are required in the cellulose ether in order to carry out such an esterification crosslinking reaction. The amount is such that the degree of substitution (n, s,) of free carboxylic acid groups is o, o o o 5 or more, and the cellulose ether containing such free carboxylic acid groups is -7.5
(This is possible by adjusting the following), and the lower the voice, the more likely esterification crosslinking will occur. This operation to lower the concentration can also be achieved by the residual monoclonal sodium acetate or by self-decomposition by addition.
以上の如く、遊離カルボン酸基の置換度がｏ、ｏ ｏ
ｏ ｓ以上のカルボキシアルキルヒドロキシアルキルセ
ルロースナトリウム塩を５０〜２００Ｃで加熱処理する
ことによ）分散性の著しくすぐれたカルボキシアルキル
ヒドロキシアルキルセルロースナトリウム塩が得られる
ことを見出し本発明に至ったものである。As mentioned above, the degree of substitution of free carboxylic acid groups is o, o o
The present inventors have discovered that a carboxyalkylhydroxyalkylcellulose sodium salt with extremely excellent dispersibility can be obtained by heat-treating a carboxyalkylhydroxyalkylcellulose sodium salt of 0 s or more at 50 to 200C, leading to the present invention. .
なお、本発明のセルロースエーテルを水に添加すると迅
速に水に分散するが、完溶しない。Note that when the cellulose ether of the present invention is added to water, it is quickly dispersed in water, but it is not completely dissolved.
しかし、アルカリ性水溶液に添加すればママコにならず
分散し、且つ完全に溶解する。更に具体的には各種置換
基、置換度、遊離カルボン酸量の本発明のカルボキシア
ルキルヒドロキシアルキルセルロースナトリウム塩を加
熱したもの２Ｉを炭酸ナトリウムでｐＨ１０及び１１に
調整した水溶液各２００ｊｕＫ投入した。その結果、マ
マコにならず、迅速に分散し、且つ完全に溶解した溶液
が得られた。However, when added to an alkaline aqueous solution, it does not become lumpy but is dispersed and completely dissolved. More specifically, heated carboxyalkylhydroxyalkylcellulose sodium salts of the present invention having various substituents, degrees of substitution, and amount of free carboxylic acid 2I were added to each 200 juK aqueous solution adjusted to pH 10 and 11 with sodium carbonate. As a result, a solution was obtained that did not become lumpy, was rapidly dispersed, and was completely dissolved.
本発明のカルボキシアルキルヒドロキシアルキルセルロ
ースナトリウム塩は石油ポーリング、セメント分野など
に使用されて、その易分散性によ）すぐれた作用効果を
示す。The carboxyalkylhydroxyalkyl cellulose sodium salt of the present invention is used in the fields of petroleum poling, cement, etc., and exhibits excellent effects due to its easy dispersibility.
以下本発明を実施例について説明するが、これらの実施
例に限定されるものではない。The present invention will be described below with reference to Examples, but it is not limited to these Examples.
実施例１〜８
表１に示す様な置換基及び遊離カルボン酸基を有するカ
ルボキシアルキルヒドロキシアルキルナ） ＩＪウム塩
を、所定温度、所定時間加熱して、架橋物を得た。これ
らの試料について次の測定方法で分散性の評価を行なっ
た。Examples 1 to 8 A carboxyalkylhydroxyalkylna) IJium salt having a substituent and a free carboxylic acid group as shown in Table 1 was heated at a predetermined temperature for a predetermined time to obtain a crosslinked product. The dispersibility of these samples was evaluated using the following measurement method.
評価方法
５００１Ｌｔのビーカーに２００プのｐＨ１１の炭酸ナ
トリウム水溶液を入れ、水面上３０ｎの高さの中央部分
にロートを固定し、このロートに０．５ｇのサンプルを
一気に投入して、終始静置状態下でサンプルの拡散状況
及び沈降状況を観察すると共に０．５Ｉのサンプルが全
て水中に分散する時間を測定してこの時間を水に対する
分散性の代表値とした。Evaluation method: Put 200 ml of aqueous sodium carbonate solution with a pH of 11 into a 5001 liter beaker, fix a funnel at the center at a height of 30 nm above the water surface, pour 0.5 g of sample into the funnel at once, and let it stand still from beginning to end. The diffusion and settling conditions of the sample were observed below, and the time required for all of the 0.5I sample to be dispersed in water was measured, and this time was taken as a representative value of the dispersibility in water.
Claims (1)
キシアルキルヒドロキシアルキルセルロースナトリウム
塩を５０〜２００℃で加熱処理することを特徴とする易
分散性カルボキシアルキルヒドロキシアルキルセルロー
スナトリウム塩の製造法。1. A method for producing easily dispersible carboxyalkylhydroxyalkylcellulose sodium salt, which comprises heating carboxyalkylhydroxyalkylcellulose sodium salt having a degree of substitution of free carboxylic acid groups of 0.0005 or more at 50 to 200°C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27642384A JPS61157502A (en) | 1984-12-28 | 1984-12-28 | Production of easily dispersible carboxyalkylhydroxyalkyl cellulose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27642384A JPS61157502A (en) | 1984-12-28 | 1984-12-28 | Production of easily dispersible carboxyalkylhydroxyalkyl cellulose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS61157502A true JPS61157502A (en) | 1986-07-17 |
Family
ID=17569204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27642384A Pending JPS61157502A (en) | 1984-12-28 | 1984-12-28 | Production of easily dispersible carboxyalkylhydroxyalkyl cellulose |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS61157502A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992015616A1 (en) * | 1991-02-28 | 1992-09-17 | Daicel Chemical Industries, Ltd. | Novel polysaccharide drivative and separating agent |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3858585A (en) * | 1971-03-22 | 1975-01-07 | Personal Products Co | Fluid absorption and retention products and methods of making the same |
| JPS58104901A (en) * | 1981-12-17 | 1983-06-22 | Daicel Chem Ind Ltd | Preparation of sodium carboxylmethyl cellulose |
-
1984
- 1984-12-28 JP JP27642384A patent/JPS61157502A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3858585A (en) * | 1971-03-22 | 1975-01-07 | Personal Products Co | Fluid absorption and retention products and methods of making the same |
| JPS58104901A (en) * | 1981-12-17 | 1983-06-22 | Daicel Chem Ind Ltd | Preparation of sodium carboxylmethyl cellulose |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1992015616A1 (en) * | 1991-02-28 | 1992-09-17 | Daicel Chemical Industries, Ltd. | Novel polysaccharide drivative and separating agent |
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