JP2000053703A - Water-soluble chitosan-containing granule and production thereof - Google Patents
Water-soluble chitosan-containing granule and production thereofInfo
- Publication number
- JP2000053703A JP2000053703A JP23649098A JP23649098A JP2000053703A JP 2000053703 A JP2000053703 A JP 2000053703A JP 23649098 A JP23649098 A JP 23649098A JP 23649098 A JP23649098 A JP 23649098A JP 2000053703 A JP2000053703 A JP 2000053703A
- Authority
- JP
- Japan
- Prior art keywords
- chitosan
- granules
- water
- soluble chitosan
- organic acid
- 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
- 229920001661 Chitosan Polymers 0.000 title claims abstract description 73
- 239000008187 granular material Substances 0.000 title claims abstract description 39
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 150000007524 organic acids Chemical class 0.000 claims abstract description 12
- 239000007787 solid Substances 0.000 claims abstract description 11
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 239000000843 powder Substances 0.000 claims abstract description 5
- 229960002442 glucosamine Drugs 0.000 claims abstract description 4
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 claims abstract description 3
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 7
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 abstract description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 abstract description 4
- 230000006196 deacetylation Effects 0.000 abstract description 4
- 238000003381 deacetylation reaction Methods 0.000 abstract description 4
- 239000001630 malic acid Substances 0.000 abstract description 4
- 235000011090 malic acid Nutrition 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 3
- 229920002101 Chitin Polymers 0.000 abstract description 2
- -1 composed of β-1 Chemical class 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 239000013078 crystal Substances 0.000 abstract description 2
- 238000010438 heat treatment Methods 0.000 abstract description 2
- 229950006780 n-acetylglucosamine Drugs 0.000 abstract description 2
- 238000013329 compounding Methods 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 1
- 230000003381 solubilizing effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 19
- 239000007864 aqueous solution Substances 0.000 description 10
- 239000002245 particle Substances 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、一般に水に対して
不溶性のキトサンを水溶性に加工した水溶性キトサン含
有粒体およびその製造方法に関する。The present invention relates to water-soluble chitosan-containing granules obtained by processing water-insoluble chitosan, which is generally insoluble in water, and a method for producing the same.
【0002】[0002]
【背景技術】キトサンは、現在、食品分野、医療分野、
農水産分野、さらには、畜産分野に広く用いられてい
る。このように、キトサンの利用範囲は、多岐にわたっ
ている。そして、これらの分野をはじめとして、将来的
に、多くの新しい利用法が開発される可能性を秘め、そ
の利用範囲は、広がるばかりである。BACKGROUND ART Chitosan is currently used in the food, medical,
It is widely used in the fields of agriculture and fisheries as well as livestock. Thus, the range of use of chitosan is wide-ranging. In these fields and in the future, many new uses have the potential to be developed, and the range of use is only expanding.
【0003】キトサンを使用する場合、通常、キトサン
を水に溶解した水溶液の状態で使用する。キトサンは、
水に対して不溶性であるので、キトサンを溶解する場合
には以下のような工程を経なければならない。まず、キ
トサンを水で膨潤させる。その後、酸を加えてキトサン
を溶解する。このように、膨潤したキトサンは、酸性の
水溶液に溶解する。しかし、酸性溶液にキトサンを加え
たのでは、キトサン表面がゼラチン状になり、水に対し
て溶解しない。以上のことからもわかるように、キトサ
ンを水に溶解するには、煩雑な工程を経なければならな
い。When chitosan is used, it is usually used in the form of an aqueous solution in which chitosan is dissolved in water. Chitosan is
Since it is insoluble in water, the following steps must be performed when dissolving chitosan. First, the chitosan is swollen with water. Thereafter, the acid is added to dissolve the chitosan. Thus, the swollen chitosan dissolves in the acidic aqueous solution. However, when chitosan is added to the acidic solution, the chitosan surface becomes gelatinous and does not dissolve in water. As can be seen from the above, dissolving chitosan in water requires a complicated process.
【0004】また、上記のようにしてキトサンの水溶液
を調整したとしても、水溶液の状態では、移送に不便で
ある。さらに、長期間、キトサンを水溶液の状態で保存
すると変質しやすく、たとえば、褐変したり、濁りを生
じたりするようになる。また、キトサンの濃度が高い場
合には、褐変固化することもある。[0004] Even when the aqueous solution of chitosan is prepared as described above, it is inconvenient to transfer the aqueous solution in the state of the aqueous solution. Furthermore, when chitosan is stored in the form of an aqueous solution for a long period of time, it is liable to deteriorate, for example, browning or turbidity occurs. When the concentration of chitosan is high, browning and solidification may occur.
【0005】[0005]
【発明が解決しようとする課題】本発明は、簡便にキト
サンを水に溶解することができ、かつ、保存安定性に優
れた水溶性キトサン含有粒体およびその製造方法を提供
することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide a water-soluble chitosan-containing granule which can easily dissolve chitosan in water and has excellent storage stability, and a method for producing the same.
【0006】[0006]
【課題を解決するための手段】本発明の水溶性キトサン
含有粒体は、少なくとも、キトサンの粒体と固体有機酸
の粒体とを含む。The water-soluble chitosan-containing granules of the present invention contain at least chitosan granules and solid organic acid granules.
【0007】本発明の水溶性キトサン含有粒体は、以下
のような利点を有する。The water-soluble chitosan-containing granules of the present invention have the following advantages.
【0008】(a)キトサンは、上述のように、一般に
水に対して不溶性である。しかし、水溶性キトサン含有
粒体は、水溶性キトサン含有粒体を水中に導入し、単に
撹拌または混合させるのみで、キトサンを水に溶かす性
質を有している。(A) Chitosan is generally insoluble in water as described above. However, the water-soluble chitosan-containing granules have a property of dissolving chitosan in water simply by introducing the water-soluble chitosan-containing granules into water and simply stirring or mixing.
【0009】(b)水溶性キトサン含有粒体は、キトサ
ンを固体状態で保存するため、キトサンをキトサン水溶
液の状態で保存することに比べて、保存安定性に優れて
いる。すなわち、本発明の水溶性キトサン含有粒体は、
キトサンを水溶液の状態で保存した場合に生じる問題、
たとえば、褐変したり、濁りを生じたり、褐変固化を生
じたりする問題が起きない。(B) Since the water-soluble chitosan-containing granules store chitosan in a solid state, they have better storage stability than storing chitosan in an aqueous solution of chitosan. That is, the water-soluble chitosan-containing granules of the present invention are:
Problems that occur when chitosan is stored in the form of an aqueous solution,
For example, problems such as browning, turbidity, and browning and solidification do not occur.
【0010】(c)水溶性キトサン含有粒体は、キトサ
ン水溶液に比べて、移送ならびに取扱いが容易である。(C) The water-soluble chitosan-containing granules are easier to transport and handle than the chitosan aqueous solution.
【0011】(d)用途に応じた濃度の調整を容易に行
うことができ、常に、新鮮なキトサン水溶液を用意する
ことが可能となる。(D) The concentration can be easily adjusted according to the intended use, and a fresh chitosan aqueous solution can always be prepared.
【0012】[0012]
【発明の実施の形態】以下、本発明をさらに詳細に説明
する。BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in more detail.
【0013】(固体有機酸)固体有機酸は、粒体であ
り、そのうち、粉末または結晶が好ましい。有機酸とし
ては、特に限定されないが、リンゴ酸、クエン酸、コハ
ク酸、マロン酸、マレイン酸、フマル酸、酒石酸などの
カルボン酸、アスコルビン酸などを挙げることができ
る。(Solid Organic Acid) The solid organic acid is in the form of particles, of which powder or crystals are preferred. The organic acid is not particularly limited, and examples thereof include carboxylic acids such as malic acid, citric acid, succinic acid, malonic acid, maleic acid, fumaric acid, and tartaric acid, and ascorbic acid.
【0014】かかる固体有機酸は、水に溶解し、水によ
って膨潤したキトサンを中和して、キトサンが水に解け
やすい環境、すなわち、中性または弱酸性の状態にする
機能を有する。Such a solid organic acid has the function of dissolving in water and neutralizing chitosan swollen with water to make the environment in which chitosan is readily soluble in water, ie, a neutral or weakly acidic state.
【0015】固体有機酸の量は、特に限定されるもので
はないが、キトサンの十分な溶解性を得るために、キト
サンのグルコサミン量に対して、中和の当量以上である
ことが好ましい。The amount of the solid organic acid is not particularly limited, but is preferably equal to or more than the neutralization equivalent to the amount of glucosamine of chitosan in order to obtain sufficient solubility of chitosan.
【0016】固体有機酸の粒度は、特に限定されるもの
ではないが、200メッシュ以上が好ましい。The particle size of the solid organic acid is not particularly limited, but is preferably 200 mesh or more.
【0017】(キトサン)キトサンの形態は、粒体であ
る。キトサンは、キチン(β−1,4−ポリ−N−アセ
チルグルコサミン)を濃アルカリ溶液と加熱して得られ
る部分脱アセチル化物であり、主としてβ−1,4−ポ
リ−グルコサミンより構成される化合物である。(Chitosan) The form of chitosan is granular. Chitosan is a partially deacetylated product obtained by heating chitin (β-1,4-poly-N-acetylglucosamine) with a concentrated alkaline solution, and is a compound mainly composed of β-1,4-poly-glucosamine. It is.
【0018】キトサンの分子量は、特に限定されるもの
ではない。本発明は、水に対して不溶のキトサンを容易
に水に溶解させることができるため、水に不溶のキトサ
ン、具体的には、分子量が約2,000〜100,00
0のキトサンに非常に効果的である。The molecular weight of chitosan is not particularly limited. According to the present invention, chitosan which is insoluble in water can be easily dissolved in water. Therefore, chitosan which is insoluble in water, specifically, having a molecular weight of about 2,000 to 100,00
Very effective for 0 chitosan.
【0019】また、脱アセチル化度としては、60%以
上であれば、特に限定されない。脱アセチル化度は、好
ましくは、80%以上である。The degree of deacetylation is not particularly limited as long as it is 60% or more. The degree of deacetylation is preferably at least 80%.
【0020】キトサンの粒度は、特に限定されるもので
はないが、40メッシュ以上が好ましい。The particle size of chitosan is not particularly limited, but is preferably 40 mesh or more.
【0021】(水溶性キトサン含有粒体の製造方法)粒
体の有機酸と粒体のキトサンとを混合し、水溶性キトサ
ン含有粒体を得る。(Production method of water-soluble chitosan-containing granules) The organic acid of the granules and the chitosan of the granules are mixed to obtain water-soluble chitosan-containing granules.
【0022】また、水溶性キトサン含有粒体は、上記の
ようにして得られた水溶性キトサン含有粒体を、さらに
ミルなどによって粉砕したものであってもよい。The water-soluble chitosan-containing particles may be obtained by further pulverizing the water-soluble chitosan-containing particles obtained as described above by a mill or the like.
【0023】(混合方法)上記の混合の際の混合方法と
しては、公知の方法を適用できる。また、水溶性キトサ
ン含有粒体を多量に製造する場合には、好適な例とし
て、撹拌器を有する混合器、撹拌および粉砕を行う混合
ミルを用いた方法を挙げることができる。(Mixing method) As a mixing method for the above-mentioned mixing, a known method can be applied. Further, when a large amount of water-soluble chitosan-containing granules are produced, preferred examples include a method using a mixer having a stirrer and a mixing mill for performing stirring and pulverization.
【0024】[0024]
【実施例】(実施例)合成樹脂製の袋の中に、リンゴ酸
粉末8gと、粒径が40メッシュ以上のキトサン(分子
量50,000〜60,000、脱アセチル化度80〜
90%)10gとを入れる。次いで、混合器を用いて、
粒体のリンゴ酸と粒体のキトサンとを混合し、水溶性キ
トサン含有粒体を得る。(Example) In a bag made of synthetic resin, 8 g of malic acid powder and chitosan having a particle size of 40 mesh or more (molecular weight of 50,000 to 60,000, deacetylation degree of 80 to 80) were used.
90%) and 10 g. Then, using a mixer,
The malic acid of the granules and the chitosan of the granules are mixed to obtain water-soluble chitosan-containing granules.
【0025】ここで得られた水溶性キトサン含有粒体の
水に対する溶解度を調べるため、以下の実験を行った。The following experiment was conducted to examine the solubility of the water-soluble chitosan-containing granules obtained in water.
【0026】上記の方法で得られた水溶性キトサン含有
粒体1gを、100mlの温水(35℃)に加え、スタ
ーラーで5分間撹拌した。撹拌後、水に溶解せずに残っ
た残留物をろ別した。その残留物を乾燥後、秤量し、残
存割合を求めた。上記の製造、実験を5回行ったとこ
ろ、秤量結果は、2.2〜2.5%の範囲に収まった。1 g of the water-soluble chitosan-containing granules obtained by the above method was added to 100 ml of warm water (35 ° C.), and the mixture was stirred with a stirrer for 5 minutes. After the stirring, the residue remaining without dissolving in water was filtered off. After drying, the residue was weighed to determine the residual ratio. When the above production and experiment were performed five times, the weighing result was within the range of 2.2 to 2.5%.
───────────────────────────────────────────────────── フロントページの続き Fターム(参考) 4C090 AA03 AA07 AA08 BA47 BD03 BD24 CA07 DA09 DA21 DA23 DA27 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4C090 AA03 AA07 AA08 BA47 BD03 BD24 CA07 DA09 DA21 DA23 DA27
Claims (5)
酸の粒体とを含む水溶性キトサン含有粒体。1. A water-soluble chitosan-containing granule comprising at least chitosan granules and solid organic acid granules.
して、中和の当量以上である水溶性キトサン含有粒体。2. The water-soluble chitosan-containing granule according to claim 1, wherein the amount of the solid organic acid is equal to or more than a neutralization equivalent to the amount of glucosamine of chitosan.
トサン含有粒体。3. The water-soluble chitosan-containing granule according to claim 1, wherein the water-soluble chitosan-containing granule is in a powder form.
混合する工程を含む水溶性キトサン含有粒体の製造方
法。4. A method for producing water-soluble chitosan-containing granules, comprising a step of mixing chitosan granules and solid organic acid granules.
トサン含有粒体の製造方法。5. The method according to claim 4, wherein the water-soluble chitosan-containing granules are in a powder form.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23649098A JP2000053703A (en) | 1998-08-07 | 1998-08-07 | Water-soluble chitosan-containing granule and production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23649098A JP2000053703A (en) | 1998-08-07 | 1998-08-07 | Water-soluble chitosan-containing granule and production thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2000053703A true JP2000053703A (en) | 2000-02-22 |
Family
ID=17001513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23649098A Pending JP2000053703A (en) | 1998-08-07 | 1998-08-07 | Water-soluble chitosan-containing granule and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2000053703A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011127040A (en) * | 2009-12-18 | 2011-06-30 | Aron World:Kk | Method for producing chitosan gel |
| CN103340410A (en) * | 2013-06-19 | 2013-10-09 | 太仓市荣德生物技术研究所 | Water soluble chitin |
| CN114246323A (en) * | 2021-12-27 | 2022-03-29 | 江苏康庭生物科技有限公司 | Preparation method of chitosan citrate |
| CN116217303A (en) * | 2023-01-09 | 2023-06-06 | 寿光新一代无土栽培和土壤种植技术研究所 | A kind of method and instant powder of dissolving chitosan oligosaccharide or chitosan |
-
1998
- 1998-08-07 JP JP23649098A patent/JP2000053703A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011127040A (en) * | 2009-12-18 | 2011-06-30 | Aron World:Kk | Method for producing chitosan gel |
| CN103340410A (en) * | 2013-06-19 | 2013-10-09 | 太仓市荣德生物技术研究所 | Water soluble chitin |
| CN114246323A (en) * | 2021-12-27 | 2022-03-29 | 江苏康庭生物科技有限公司 | Preparation method of chitosan citrate |
| CN116217303A (en) * | 2023-01-09 | 2023-06-06 | 寿光新一代无土栽培和土壤种植技术研究所 | A kind of method and instant powder of dissolving chitosan oligosaccharide or chitosan |
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|---|---|---|---|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20040217 |