JPS6261041B2 - - Google Patents
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- Publication number
- JPS6261041B2 JPS6261041B2 JP54044672A JP4467279A JPS6261041B2 JP S6261041 B2 JPS6261041 B2 JP S6261041B2 JP 54044672 A JP54044672 A JP 54044672A JP 4467279 A JP4467279 A JP 4467279A JP S6261041 B2 JPS6261041 B2 JP S6261041B2
- Authority
- JP
- Japan
- Prior art keywords
- aqueous gel
- cps
- per minute
- hpc
- revolutions per
- 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.)
- Expired
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000000843 powder Substances 0.000 claims description 15
- 239000007787 solid Substances 0.000 claims description 14
- 229940031703 low substituted hydroxypropyl cellulose Drugs 0.000 claims description 7
- -1 hydroxypropoxy groups Chemical group 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 238000005259 measurement Methods 0.000 claims description 4
- 238000001694 spray drying Methods 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 3
- 238000004898 kneading Methods 0.000 claims description 3
- 239000000047 product Substances 0.000 claims description 3
- 239000012265 solid product Substances 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims 2
- 239000010408 film Substances 0.000 claims 1
- 239000010409 thin film Substances 0.000 claims 1
- 238000009495 sugar coating Methods 0.000 description 8
- 238000000576 coating method Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 2
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 229910000497 Amalgam Inorganic materials 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000000635 electron micrograph Methods 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000004108 freeze drying Methods 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 235000021395 porridge Nutrition 0.000 description 1
- 238000000634 powder X-ray diffraction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
Landscapes
- Medicinal Preparation (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
本発明は、水性ゲル状低置換度ヒドロキシプロ
ピルセルロースおよびその乾燥固形物並びにそれ
らの製造法に関する。
低置換度ヒドロキシプロピルセルロース（以下
HPC−USと略記する）とはセルロース中のグ
ルコース残基に存在するヒドロキシ基の一部がヒ
ドロキシプロポキシ基におきかわつたもので、日
本薬局方に規定するヒドロキシプロピルセルロー
スと基本構造を同じくするものである。日本薬局
方のヒドロキシプロピルセルロースはヒドロキシ
プロポキシ基の含有量が53〜78％で水に可溶であ
るのに対し、HPC−USはヒドロキシプロポキシ
基の含有量が５〜16％と低く、水にはほとんど溶
けない。 HPC−USは味、臭の殆んどない白色
〜灰白色の繊維状結晶または粉末である。
HPC−USはたとえば信越Ｌ−HPCの商品名（信
越化学工業）で市販されている。本発明者等は
HPC−USをはじめその水性のゲル状物に導いた
ものである。
水性ゲル状のHPC−USは、HPC−USとはつぎ
の点で異なる新規物である。すなわち、水性ゲル
状HPC−USは粘稠性のゲル状物であつて、HPC
−USを単に水と懸濁させたものと対比して粘性
が極めて強く、分散性、懸濁性がすぐれている。
また、HPC−USの単なる懸濁液は、乾燥した場
合、ほとんどもとの粉末に戻るのに対し、水性ゲ
ル状HPC−USは、これを２〜５mmの厚さで乾燥
した場合には手でも割れない固い板状の塊りとな
り、また薄い層として乾燥した場合には透明ない
し半透明のフイルム状となる。さらに水性ゲル状
HPC−USの乾燥固形物は、水の添加のみで再び
もとのゲル状となるという極めて特異な性質を有
する。
一方、熱重量分析に於て、この水性ゲル状
HPC−USの乾燥粉末はHPC−USに比較して約14
℃高い分解開始温度を示す。また、Ｘ線粉末回折
に於ては、水性ゲル状HPC−USの乾燥粉末は
HPC−USと同様にｄ＝4.44Åにブロードな回折
図形を示すが、HPC−USに比較して半価幅が小
さくなつている点で特異である。また偏光顕微鏡
写真によるとHPC−USに比較して、水性ゲル状
HPC−USの乾燥粉末は非晶質部分が多く観察さ
れ、結晶性に於いても両者に差異が観察される。
更に電子顕微鏡写真に於ても差異が観察される。
すなわち、HPC−USは繊維状の結晶であること
がはつきりわかるが、水性ゲル状HPC−USの乾
燥粉末は繊維状物の外観ではなく融合体の様な異
質の外観になつている。
本発明の水性ゲル状HPC−USは、HPC−US1
部を水５〜20部好ましくは７〜13部の存在下に磨
砕または混練することにより製造される。茲に使
用されるHPC−USは、ヒドロキシプロポキシ基
の置換度の低いもの、すなわち含有量が５〜
16w／ｗ％のものが適当である。
つぎに、磨砕または混練は、擂潰機、コロイド
ミル、サンプルミル、マントンゴーリー（ゴーリ
ーホモジナイザー）等によつて行なわれる。例え
ば、擂潰機を用いる場合には、水を数回に分けて
加え、磨砕または混練するのが好ましい。具体的
には、HPC−US1部に水１〜２部を加え磨砕また
は混練し、次に水１〜２部を加え磨砕または混練
し、この燥作を数回行うのが好ましい。また、コ
ロイドミル、サンプルミル、マントンゴーリー等
を用いる場合には、水５〜20部にHPC−US1部を
加え懸濁せしめて磨砕または混練するのが好まし
い。
かくして製造される水性ゲル状HPC−USをス
プレードライ法、凍結乾燥法等により乾燥するこ
とにより水性ゲル状HPC−USの乾燥粉末等の固
形物が製造される。
本発明の水性ゲル状HPC−USまたはその乾燥
固形物は、分散性、懸濁性がすぐれ、また粘性が
極めて強い。従つて各種医薬品製剤を製造する際
の配合成分として使用できる許りでなく、固形製
剤の被覆剤の配合成分として利用できる。殊に、
糖衣の結合剤としては、要求される諸性質を具備
している（特願昭 52−158102号明細書参照）。
すなわち、この水性ゲル状HPC−USまたはその
乾燥固形物を結合剤として含有する糖衣液で被覆
された固形薬剤は、糖衣層の強度が充分保たれる
為衝撃耐性に優れ、且つ経日変化すなわち経日的
な色調変化（例えば褐変現象）、崩壊時間の遅
延、ガス発生・吸湿等による膨張に起因する糖衣
層の亀裂破壊が殆んど認められない。また、この
糖衣液で被覆する場合、従来の糖衣方法に比べて
被覆液の使用量が少なく且つ被覆に要する時間が
短かくて良いので、被覆工程の簡素化とコストダ
ウンが可能となり、工業的に極めて有利である。
さらにこの糖衣液は、注加による被覆方法だけで
なく、従来実用上は困難とされていた噴霧による
被覆方法をも可能ならしめ、その方法で被覆され
た固形薬剤には上記と同様優れた性質が認められ
る。
なお、水性ゲル状HPC−USの乾燥粉末を、糖
衣の際に通常使用される散布用粉末として用いて
被覆された固形薬剤も、上記と同様優れた性質を
有している。
つぎに、実施例を挙げて、本発明の水性ゲル状
HPC−USの製造法および得られた水性ゲル状物
の性状をさらに説明する。
実施例 １
HPC−US1部に水１部を加え擂潰機により15分
間磨砕し、次いで水１部を加え、同様に15分間磨
砕し、同様の操作を８回繰り返し行なつて粘稠性
の水性ゲル状HPC−USを得る。この水性ゲル状
HPC−USをスプレードライ法により乾燥して水
性ゲル状HPC−USの乾燥粉末を得る。
実施例 ２
水９部にHPC−US1部を加え、懸濁後、サンプ
ルミル（１mmスクリーン）に通し、粘稠性の水性
ゲル状HPC−USを得る。この水性ゲル状HPC−
USをスプレードライ法により乾燥して水性ゲル
状HPC−USの乾燥粉末を得る。
上記実施例で得られた水性ゲル状HPC−USは
HPC−USを単に水に懸濁させたものと対比する
と、外観がペースト状であり粘性が極めて強く分
散性、懸濁性が優れている。
以下に粘性を対比した試験結果を示す。
試験方法：HPC−USを７％の濃度で水に懸濁
させたものと、同濃度の水性ゲル状HPC−USと
の粘度を、Ｂ型粘度計（Vismetron芝浦システム
社製）を用い、温度23℃、ローターNo.２、測定時
間10秒で測定した。その結果を表１に示す。
The present invention relates to an aqueous gel-like low-substituted hydroxypropylcellulose, a dry solid thereof, and a method for producing the same. Low-substituted hydroxypropylcellulose (hereinafter
HPC-US (abbreviated as HPC-US) is a cellulose in which some of the hydroxy groups present in glucose residues are replaced with hydroxypropoxy groups, and has the same basic structure as hydroxypropylcellulose defined in the Japanese Pharmacopoeia. It is. Hydroxypropyl cellulose in the Japanese Pharmacopoeia has a hydroxypropoxy group content of 53-78% and is soluble in water, whereas HPC-US has a low hydroxypropoxy group content of 5-16% and is soluble in water. hardly dissolves. HPC-US is a white to off-white fibrous crystal or powder with almost no taste or odor.
HPC-US is commercially available, for example, under the trade name Shin-Etsu L-HPC (Shin-Etsu Chemical Co., Ltd.). The inventors
This led to HPC-US and its aqueous gel-like products. Aqueous gel-like HPC-US is a new product that differs from HPC-US in the following points. That is, the aqueous gel-like HPC-US is a viscous gel-like substance, and HPC-US is a viscous gel-like substance.
-It has an extremely strong viscosity and excellent dispersibility and suspension properties compared to when US is simply suspended in water.
Furthermore, when a simple suspension of HPC-US is dried, it almost returns to its original powder state, whereas when dried to a thickness of 2 to 5 mm, aqueous gel-like HPC-US can be easily removed by hand. However, it becomes a hard plate-like mass that does not break, and when dried as a thin layer, it becomes a transparent or translucent film. Furthermore, water-based gel-like
The dry solid of HPC-US has a very unique property that it returns to its original gel state just by adding water. On the other hand, in thermogravimetric analysis, this aqueous gel-like
The dry powder of HPC-US is approximately 14% compared to HPC-US.
℃ exhibits a high decomposition onset temperature. In addition, in X-ray powder diffraction, dry powder of aqueous gel HPC-US
Like HPC-US, it shows a broad diffraction pattern at d=4.44 Å, but it is unique in that the half-width is smaller than that of HPC-US. In addition, polarized light micrographs show that compared to HPC-US, it has a water-based gel-like appearance.
Many amorphous portions are observed in the dry powder of HPC-US, and differences in crystallinity are also observed between the two.
Furthermore, differences are observed in electron micrographs.
That is, although it is obvious that HPC-US is a fibrous crystal, the dried powder of aqueous gel-like HPC-US has a foreign appearance, not like a fibrous material but like an amalgam. The aqueous gel-like HPC-US of the present invention is HPC-US1
1 part in the presence of 5 to 20 parts, preferably 7 to 13 parts of water. The HPC-US used for porridge has a low degree of substitution of hydroxypropoxy groups, that is, the content is 5 to 5.
16w/w% is suitable. Next, grinding or kneading is performed using a grinder, colloid mill, sample mill, Manton-Gorley (Gorley homogenizer), or the like. For example, when using a grinder, it is preferable to add water in several portions and grind or knead. Specifically, it is preferable to add 1 to 2 parts of water to 1 part of HPC-US and grind or knead, then add 1 to 2 parts of water and grind or knead, and repeat this drying process several times. Further, when using a colloid mill, sample mill, Manton-Gorley, etc., it is preferable to add 1 part of HPC-US to 5 to 20 parts of water, suspend it, and grind or knead. By drying the aqueous gel-like HPC-US thus produced by a spray drying method, freeze-drying method, etc., a solid product such as a dry powder of the aqueous gel-like HPC-US is produced. The aqueous gel-like HPC-US of the present invention or its dry solid product has excellent dispersibility and suspendability, and extremely high viscosity. Therefore, it can be used not only as a compounding component in the production of various pharmaceutical preparations, but also as a compounding component in coating materials for solid preparations. Especially,
It has various properties required as a binder for sugar coating (see specification of Japanese Patent Application No. 158102/1982).
In other words, a solid drug coated with a sugar-coating liquid containing this aqueous gel-like HPC-US or its dried solid substance as a binder has excellent impact resistance because the strength of the sugar-coating layer is sufficiently maintained, and it also has excellent impact resistance and is resistant to changes over time. There are almost no changes in color over time (for example, browning), delayed disintegration time, or cracks in the sugar coating layer due to expansion due to gas generation, moisture absorption, etc. In addition, when coating with this sugar-coating liquid, the amount of coating liquid used and the time required for coating are shorter than in the conventional sugar-coating method, making it possible to simplify the coating process and reduce costs, making it possible to reduce industrial costs. This is extremely advantageous.
Furthermore, this sugar-coating liquid enables coating not only by pouring but also by spraying, which was previously considered to be practically difficult, and the solid drug coated by this method has the same excellent properties as above. is recognized. In addition, a solid drug coated with a dry powder of aqueous gel-like HPC-US as a powder for dispersion that is commonly used in sugar coating also has excellent properties similar to those described above. Next, Examples will be given and the aqueous gel-like composition of the present invention will be described.
The method for producing HPC-US and the properties of the obtained aqueous gel will be further explained. Example 1 Add 1 part of water to 1 part of HPC-US and grind for 15 minutes using a grinder. Next, add 1 part of water and grind for 15 minutes. Repeat the same operation 8 times until it becomes viscous. Aqueous gel-like HPC-US is obtained. This water-based gel
HPC-US is dried by a spray drying method to obtain a dry powder of aqueous gel-like HPC-US. Example 2 1 part of HPC-US is added to 9 parts of water, suspended, and passed through a sample mill (1 mm screen) to obtain a viscous aqueous gel-like HPC-US. This aqueous gel HPC-
The US is dried by a spray drying method to obtain a dry powder of aqueous gel-like HPC-US. The aqueous gel-like HPC-US obtained in the above example is
When compared to HPC-US simply suspended in water, it has a paste-like appearance, extremely strong viscosity, and excellent dispersibility and suspension properties. Test results comparing viscosity are shown below. Test method: The viscosity of HPC-US suspended in water at a concentration of 7% and the aqueous gel HPC-US at the same concentration was measured using a B-type viscometer (manufactured by Vismetron Shibaura System Co., Ltd.) at various temperatures. Measurement was performed at 23°C, rotor No. 2, and measurement time of 10 seconds. The results are shown in Table 1.
【表】
また、HPC−USの単なる懸濁液を乾燥した場
合ほとんどもとのHPC−US粉末に戻つたのに対
し水性ゲル状HPC−USを２〜５mmの厚さで乾燥
した場合には手でも割れない固い板状の塊りとな
り、薄い層として乾燥した場合には透明ないし半
透明のフイルム状となつた。また水性ゲル状
HPC−USの乾燥粉末は水の添加のみで再びもと
の水性ゲル状HPC−USに戻つた。[Table] In addition, when a simple suspension of HPC-US was dried, it almost returned to the original HPC-US powder, but when an aqueous gel-like HPC-US was dried to a thickness of 2 to 5 mm, it was However, it formed into a solid plate-like mass that did not break, and when dried as a thin layer, it became a transparent or translucent film. Also water-based gel
The dry powder of HPC-US reverted to the original aqueous gel-like HPC-US by simply adding water.
Claims (1)
16w／ｗ％である低置換度ヒドロキシプロピルセ
ルロース １部を水５〜20部の存在下に磨砕また
は混練して得られる下記性状によつて特徴づけら
れる低置換度ヒドロキシプロピルセルロースの水
性ゲル状物またはその乾燥固形物。 (イ) Ｂ型粘度計で測定（温度23℃、ローター
NO.2、測定時間10秒間）したときの水性ゲル
状物の７％水溶液の粘度が、毎分６回転で
2000cps、毎分12回転で1350cps、毎分30回転
で850cps、毎分60回転で500cpsを示すこと (ロ) 乾燥固形物は、薄層状態でフイルム状または
板状を呈すること、 (ハ) 粉末状態の乾燥物は、水の添加でもとの水性
ゲル状物に復帰すること ２ 磨砕または混練を擂潰機で15分間以上または
ホモミキサーで10分間以上行うことにより得られ
る特許請求の範囲第１項記載の水性ゲル状物また
はその乾燥固形物。 ３ 粉末状態である特許請求の範囲第１項記載の
乾燥固形物。 ４ ヒドロキシプロポキシ基の含有量か５〜
16w／ｗ％である低置換度ヒドロキシプロピルセ
ルロース １部を水５〜20部の存在下に磨砕また
は混練して低置換度ヒドロキシプロピルセルロー
スの水性ゲル状物を得るか、所望によりこれを乾
燥して乾燥固形物を得ることを特徴とする下記性
状によつて特徴づけられる低置換度ヒドロキシプ
ロピルセルロースの水性ゲル状物またはその乾燥
固形物の製造法。 (イ) Ｂ型粘度計で測定（温度23℃、ローターNo.．
２、測定時間10秒間）したときの水性ゲル状物
の７％水溶液の粘度が毎分６回転で2000cps、
毎分12回転で1350cps、毎分30回転で850cps、
毎分60回転で500cpsを示すこと (ロ) 乾燥固形物は、薄層状態でフイルム状または
板状を呈すること (ハ) 粉末状の乾燥物は、水の添加でもとの水性ゲ
ル状物に復帰すること ５ 乾燥をスプレードライで行うことよりなる特
許請求の範囲第４項記載の乾燥固形物の製造法。[Claims] 1. The content of hydroxypropoxy groups is 5 to 5.
An aqueous gel of low-substituted hydroxypropyl cellulose characterized by the following properties obtained by grinding or kneading 1 part of low-substituted hydroxypropyl cellulose with a concentration of 16 w/w% in the presence of 5 to 20 parts of water. substance or its dry solids. (a) Measured with a B-type viscometer (temperature 23℃, rotor
No. 2, measurement time 10 seconds), the viscosity of a 7% aqueous solution of an aqueous gel-like substance is 6 revolutions per minute.
2000 cps, 1350 cps at 12 revolutions per minute, 850 cps at 30 revolutions per minute, and 500 cps at 60 revolutions per minute (b) The dry solid must be in the form of a film or plate in a thin layer state, (c) Powder The dried product in the state returns to its original aqueous gel state by adding water.2. Claim No. 2 obtained by grinding or kneading in a crusher for 15 minutes or more or in a homomixer for 10 minutes or more. The aqueous gel or dry solid thereof according to item 1. 3. The dry solid according to claim 1, which is in a powder state. 4 The content of hydroxypropoxy groups is 5~
Grind or knead 1 part of low-substituted hydroxypropyl cellulose with a concentration of 16 w/w% in the presence of 5 to 20 parts of water to obtain an aqueous gel of low-substituted hydroxypropyl cellulose, or dry this if desired. A method for producing an aqueous gel of low-substituted hydroxypropyl cellulose or a dry solid thereof, characterized by the following properties: (a) Measured with a B-type viscometer (temperature 23℃, rotor No.
2. The viscosity of a 7% aqueous solution of an aqueous gel is 2000 cps at 6 rotations per minute (measurement time: 10 seconds).
1350 cps at 12 revolutions per minute, 850 cps at 30 revolutions per minute,
500 cps at 60 revolutions per minute (b) Dry solid matter should have a thin film or plate shape (c) Powdered dry matter should change to its original aqueous gel state by adding water. Returning 5. The method for producing a dry solid product according to claim 4, which comprises drying by spray drying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4467279A JPS55137102A (en) | 1979-04-12 | 1979-04-12 | Aqueous gelatinous low-substituted hydroxypropyl cellulose, dried solid thereof and production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4467279A JPS55137102A (en) | 1979-04-12 | 1979-04-12 | Aqueous gelatinous low-substituted hydroxypropyl cellulose, dried solid thereof and production thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55137102A JPS55137102A (en) | 1980-10-25 |
| JPS6261041B2 true JPS6261041B2 (en) | 1987-12-19 |
Family
ID=12697928
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4467279A Granted JPS55137102A (en) | 1979-04-12 | 1979-04-12 | Aqueous gelatinous low-substituted hydroxypropyl cellulose, dried solid thereof and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55137102A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005336177A (en) * | 2004-04-28 | 2005-12-08 | Shin Etsu Chem Co Ltd | Film preparation and method for producing the same |
| JP2007031407A (en) * | 2005-07-29 | 2007-02-08 | Shin Etsu Chem Co Ltd | Low-substituted cellulose ether-containing coating composition and film coating preparation with unpleasant taste masked |
| JP2016519707A (en) * | 2013-04-12 | 2016-07-07 | ダウ グローバル テクノロジーズ エルエルシー | Method for preparing an aqueous solution of methylcellulose |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001031701A (en) * | 1999-05-18 | 2001-02-06 | Shin Etsu Chem Co Ltd | Low substituted hydroxypropyl cellulose |
| US7009046B2 (en) | 2001-12-11 | 2006-03-07 | Shin-Etsu Chemical Co. Ltd. | Low-substituted hydroxypropyl cellulose and agent serving both as binder and disintegrant for dry direct compression |
| JP2005187376A (en) | 2003-12-25 | 2005-07-14 | Shin Etsu Chem Co Ltd | Low substituted cellulose ether-containing capsule and method for producing the same |
-
1979
- 1979-04-12 JP JP4467279A patent/JPS55137102A/en active Granted
Non-Patent Citations (1)
| Title |
|---|
| LOW-SUBSTITUTED HYDROXYPROPYLCELLULOSE=1977,4,1978,3 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005336177A (en) * | 2004-04-28 | 2005-12-08 | Shin Etsu Chem Co Ltd | Film preparation and method for producing the same |
| JP2007031407A (en) * | 2005-07-29 | 2007-02-08 | Shin Etsu Chem Co Ltd | Low-substituted cellulose ether-containing coating composition and film coating preparation with unpleasant taste masked |
| US8795722B2 (en) | 2005-07-29 | 2014-08-05 | Shin-Etsu Chemical Co., Ltd. | Composition for coating comprising low-substituted cellulose ether and coated preparation having unpleasant taste masked |
| JP2016519707A (en) * | 2013-04-12 | 2016-07-07 | ダウ グローバル テクノロジーズ エルエルシー | Method for preparing an aqueous solution of methylcellulose |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55137102A (en) | 1980-10-25 |
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