JPH0418437A - Starch-chitosan based microorganism-decomposable raw material and production thereof - Google Patents
Starch-chitosan based microorganism-decomposable raw material and production thereofInfo
- Publication number
- JPH0418437A JPH0418437A JP12148890A JP12148890A JPH0418437A JP H0418437 A JPH0418437 A JP H0418437A JP 12148890 A JP12148890 A JP 12148890A JP 12148890 A JP12148890 A JP 12148890A JP H0418437 A JPH0418437 A JP H0418437A
- Authority
- JP
- Japan
- Prior art keywords
- starch
- chitosan
- raw material
- aqueous solution
- water
- 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.)
- Granted
Links
- 229920001661 Chitosan Polymers 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title claims description 10
- 239000002994 raw material Substances 0.000 title abstract description 10
- 229920002472 Starch Polymers 0.000 claims abstract description 32
- 239000008107 starch Substances 0.000 claims abstract description 32
- 235000019698 starch Nutrition 0.000 claims abstract description 32
- 238000001035 drying Methods 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract 3
- 239000000463 material Substances 0.000 claims description 14
- 239000008187 granular material Substances 0.000 claims description 11
- 239000012266 salt solution Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 14
- 239000007864 aqueous solution Substances 0.000 abstract description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract description 11
- 239000002689 soil Substances 0.000 abstract description 8
- 244000005700 microbiome Species 0.000 abstract description 7
- 150000003839 salts Chemical class 0.000 abstract description 7
- 239000004014 plasticizer Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 239000000945 filler Substances 0.000 abstract description 2
- 239000012744 reinforcing agent Substances 0.000 abstract description 2
- -1 acetic acid salt Chemical class 0.000 abstract 1
- 239000004088 foaming agent Substances 0.000 abstract 1
- 239000002131 composite material Substances 0.000 description 18
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000000465 moulding Methods 0.000 description 6
- 239000012778 molding material Substances 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000006196 deacetylation Effects 0.000 description 2
- 238000003381 deacetylation reaction Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 230000000813 microbial effect Effects 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- 241000238424 Crustacea Species 0.000 description 1
- 241000238557 Decapoda Species 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 238000010299 mechanically pulverizing process Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000013502 plastic waste Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Biological Depolymerization Polymers (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、包装用／−トや発泡成形体など、使用後速や
かに分解される必要のある種々の用途に利用される。本
発明は透明ないし半透明で柔軟性を持ち、水中でも溶解
しない成形用素材及びその製造方法に関するものである
が、更に詳しく言えば、本発明はキトサン及び微細化デ
ツプ７粒を複合させた天然多糖からなる複合素材であり
、使用後は土壌中の微生物によって完全に分解されつる
成形用素材及びその製造方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention is used in various applications such as packaging/carts and foamed molded products that need to be disassembled quickly after use. The present invention relates to a molding material that is transparent or translucent, flexible, and does not dissolve even in water, and a method for producing the same. This is a composite material made of polysaccharide, which is completely decomposed by microorganisms in the soil after use, and relates to a material for forming a vine, and a method for manufacturing the same.
従来技術及びその問題点
キトサンはそのままでは水溶液になりにくいため、酢酸
などの希薄水溶液に溶解させて一部塩の形にして用いる
のが一般的である。しかし、キトサンの塩水溶液からの
成形や製膜化は乾燥だけでは行えず、アルカリ固定する
煩雑な操作が必要であることと、キトサンが高価である
ことがその利用を妨げていた。Prior art and its problems Since chitosan is difficult to form into an aqueous solution as it is, it is generally used in the form of a salt by dissolving it in a dilute aqueous solution such as acetic acid. However, molding or forming a film from a salt aqueous solution of chitosan cannot be achieved by drying alone; the complicated operation of fixing with an alkali is required, and the high cost of chitosan has hindered its use.
デンプンを用いる成形体については、水中での用いる例
があるが、これは人体にとって完全に無害であるとは言
えない。またゲル化デンプンを乾燥誘導して得られる７
−トはオブラートとして知られているが、これは水中は
もちろん湿度の高い空気中でも容易に吸湿溶解する。一
方、セルロース系繊維とキトサン塩にデンプンを複合さ
せることで水中でも形状を保ち、一定期間抜微生物分解
性を有する吸水性の複合素材となることを本発明者らは
既に特許出願した。このセルロース・キトサン・デンプ
ン系の吸水性複合素材は水に溶解するものではないが、
この素材は透明性に劣る欠点があった。また加熱溶解し
たデンプン、キトサン塩、グリセリンからなる複合素材
についても特許出願したが、このデンプン・キトサン・
グリセリン系の素材は製造過程でデンプン水溶液の濃度
を高め難い欠点があった。There are examples of molded products using starch being used underwater, but this cannot be said to be completely harmless to the human body. 7 obtained by drying gelatinized starch
This is known as wafer, which easily absorbs moisture and dissolves not only in water but also in humid air. On the other hand, the present inventors have already filed a patent application for a water-absorbent composite material that maintains its shape even in water and is decomposable by microorganisms for a certain period of time by combining cellulose fibers and chitosan salt with starch. This water-absorbing composite material of cellulose, chitosan, and starch is not soluble in water, but
This material had the disadvantage of poor transparency. We have also filed a patent application for a composite material consisting of heated and dissolved starch, chitosan salt, and glycerin.
Glycerin-based materials have the disadvantage that it is difficult to increase the concentration of the starch aqueous solution during the manufacturing process.
本発明はグリセリンなしでも水中で形状を保ち、透明で
柔軟な成形用素材として用い得るような新規複合素材と
その製造方法に関するものである。The present invention relates to a new composite material that maintains its shape in water even without glycerin and can be used as a transparent and flexible molding material, and a method for producing the same.
でも溶解せず、使用後は無公害に分解する素材及びその
Ｖ遣方法をキトサン塩及び微細化デンプン粒を複合させ
ることによって提供するものである。However, by combining chitosan salt and finely divided starch granules, we provide a material that does not dissolve and decomposes without causing pollution after use, and a method for its use.
このような複合素材をｉＩ製した例は未だないし、また
応用した例もない。There is no example yet of making such a composite material into II, and there is no example of its application.
発明が解決しようとする問題点
人間生活において身近に用いられている成形体のうち、
使用期間は短期間であり、廃棄後退やかに分解すること
を望まれる材料は多い。本発明は、一定期間後に海洋を
含む水中あるいは土壌中の微生物によって安全に分解さ
れ、燃焼もできる新規な従来の石油系プラスチックに代
わる成形用素材、及びその製造の方法を提供するもので
ある。Problems that the invention seeks to solve Among the molded objects commonly used in human life,
Many materials are used for a short period of time and are desired to be disposed of and decomposed quickly. The present invention provides a new molding material that can be safely decomposed by microorganisms in water or soil, including the ocean, after a certain period of time, and can be burned, replacing conventional petroleum-based plastics, and a method for producing the same.
問題点を解決するための手段
本発明者らは微生物分解性のある成形用素材について鋭
意研究を行った結果、適度の微生物分解性を持つ微細化
デンプン粒・キトサン系の新規な複合素材及びその製造
方法を見いだし、本発明を完成させるに至った。Means for Solving the Problems The present inventors have conducted intensive research on molding materials that are biodegradable by microorganisms, and have developed a new composite material based on micronized starch granules and chitosan that has moderate microbial degradability and its composite material. They discovered a manufacturing method and completed the present invention.
系の複合素材が、水中で形状を保ちつる成形体となるこ
とにある。またこの複合体は微生物分解性を有し、一定
期間後湾染物を残さず分解する。このような性質を持つ
新規な複合成形体を製造するものである。The system's composite material maintains its shape underwater and forms a vine molded body. Additionally, this complex is biodegradable and decomposes without leaving any dye after a certain period of time. A novel composite molded article having such properties is manufactured.
デンプンを水と加熱するとゲル化してα型となる。この
ゲル化デンプンとキトサンとの複合素材は透明性は高い
が耐水性は低い。またゲル化デンプンは濃度を高めにく
いため、成形の操業性が悪い。When starch is heated with water, it gels and becomes the alpha form. This composite material of gelled starch and chitosan has high transparency but low water resistance. In addition, since it is difficult to increase the concentration of gelled starch, the operability of molding is poor.
一方デンブンを粒のまま用いることも考えられる。７７
１７粒は原料植物によるが、いずれもβ型で硬い結晶構
造を持つ直径数μ■以上の球である。デンプン粒をその
まま用いると耐水性は高いが、デンプンとキトサンとの
複合化が十分でなく、強度の低い複合体しか得られなか
った。そこでデンプン粒を機械的に微粉砕することによ
って加熱なしで一部結晶を壊したうえで、これをキトサ
ンと複合させると、上述の両者の利点を活かした複デン
プ７粒の微細化は、デンプン全体の２％以上が１μ■以
下になれば十分であり、このような微細化は種々の乾式
粉砕機あるいは高圧ホモジナイザーのような湿式粉砕機
を用いることによって目的を達することができる。On the other hand, it is also conceivable to use starch as granules. 77
The 17 grains depend on the raw material plant, but all of them are β-type spheres with a hard crystal structure and a diameter of several micrometers or more. When starch granules are used as they are, they have high water resistance, but the composite of starch and chitosan is not sufficient and only a composite with low strength can be obtained. Therefore, by mechanically pulverizing the starch granules to break some of the crystals without heating, and then compounding this with chitosan, the fineness of the 7 double starch granules taking advantage of the above-mentioned advantages was achieved. It is sufficient that 2% or more of the total particle size is 1 .mu.m or less, and such refinement can be achieved by using various dry pulverizers or wet pulverizers such as high-pressure homogenizers.
本発明で用いる材料のうち、デンプンについては種々の
植物由来のデンプン粒があるが、いずれも本発明の原料
として使用できる。またキチン質は甲殻類の殻や菌糸体
等に含まれる含窒素高分子物質であり、このうち脱アセ
チル化度の高いものをキトサンと称するが、本発明には
キトサンを使用する。キトサンは由来によって特に使用
を限定されない。本発明ではキトサンは水溶性とするた
め、原料中では酢酸や乳酸などの希薄水溶液に溶解して
用いる。Among the materials used in the present invention, there are starch granules derived from various plants, and any of them can be used as a raw material in the present invention. Furthermore, chitin is a nitrogen-containing polymeric substance contained in crustacean shells, mycelium, etc. Among these, those with a high degree of deacetylation are called chitosan, and chitosan is used in the present invention. The use of chitosan is not particularly limited depending on its origin. In the present invention, since chitosan is made water-soluble, it is used as a raw material after being dissolved in a dilute aqueous solution of acetic acid, lactic acid, or the like.
これらの素材はいづれも微生物分解性を有し、分解後も
土壌汚染の心配はまったくない。またたとえ食しても、
人体に対しての安全性にも問題はない。この複合を基本
とする素材は成形でき、膜有する。成形体は水中でも溶
解せず、また成形条件によって微生物分解性を制御でき
る。燃焼によって無公害に廃棄処理することも容易であ
る。All of these materials are biodegradable by microorganisms, so there is no need to worry about soil contamination even after they are decomposed. Even if you eat it,
There is no problem with safety for the human body. This composite-based material can be molded and has a membrane. The molded product does not dissolve even in water, and its microbial degradability can be controlled by changing the molding conditions. It is also easy to dispose of it in a non-polluting manner by burning it.
具体的にはキトサンを微細デンプン粒に対し１〜１５０
％、好ましくは５〜８０％になるようキトサン塩水溶液
の形で混合し、加熱乾燥によって成形する。この混合物
原料中に填料、可塑剤、補強剤、発泡剤等を添加するこ
とを妨げるものではな い。Specifically, chitosan is added to fine starch grains at a ratio of 1 to 150
%, preferably 5 to 80%, in the form of an aqueous chitosan salt solution and molded by heating and drying. This does not preclude the addition of fillers, plasticizers, reinforcing agents, blowing agents, etc. to this raw material mixture.
この混合物原料を加熱乾燥することによってデンプン・
キトサン系の複合化が完成し成形体が製造されるが、２
５０℃以上では着色が著しいため、２５０℃以下での成
形が好ましい。高濃度の原料混合物の場合、加熱と共に
加圧を行って成形することを妨げるものではなく、その
際の水蒸気による発泡などは成形に利用できる。By heating and drying this mixture raw material, starch and
The chitosan-based composite is completed and a molded body is manufactured, but 2
Molding is preferably performed at 250°C or lower, since coloration is significant at 50°C or higher. In the case of a highly concentrated raw material mixture, there is no hindrance to molding by heating and pressurizing, and foaming by water vapor at that time can be used for molding.
発明の効果
本発明の方法で調製した成形体は海洋河川中あるいは土
壌中で容易に微生物分解され、且つ分解された後に有害
物質を生じない。またこの成形体は種々の程度の強度を
宵する。このため成形体の種々の用途に利用でき、使用
後の廃棄処理が不要になる。このことから本発明の素材
を成形体として用いることにより、現在深刻化している
プラスチック廃棄物公害に対する問題の解決になる。Effects of the Invention The molded article prepared by the method of the present invention is easily decomposed by microorganisms in marine rivers or soil, and does not produce harmful substances after being decomposed. The molded bodies also exhibit varying degrees of strength. Therefore, the molded product can be used for various purposes, and there is no need to dispose of it after use. Therefore, by using the material of the present invention as a molded article, the problem of plastic waste pollution, which is currently becoming more serious, can be solved.
実施例
次に実施例により、本発明の複合素材及びそのボールミ
ルによって全体の約１５％が１μｌ以下に微細化された
コーンデンプンに対し、酢酸塩水溶液のキトサン２０％
を混合し、加熱乾燥によって厚板片を複合化成形した。Example Next, according to an example, 20% chitosan in an acetate aqueous solution was added to corn starch, of which about 15% of the total was pulverized to 1 μl or less using the composite material of the present invention and its ball mill.
were mixed and heated and dried to form a composite plate.
原料の水溶液のデンプン濃度は５０％であった。乾燥温
度は３０〜３００℃とし、金属製容器で乾燥までの時間
加熱乾燥し、厚み約１ｍｍの板片を成形した。成形物の
強度（単位ｋｇ／ｃ■２）を表１に示す。成形物の強度
はいずれも十分であるが、複合化温度３００℃以またこ
れらの成形物
（１５ｍｍに１５璽ＩＸＩＩＩ）を２５℃・水分１２％
の土中に埋没したところ、いずれも３ケ月以内に完全に
分解消失した。The starch concentration of the raw material aqueous solution was 50%. The drying temperature was 30 to 300°C, and the mixture was heated and dried in a metal container for a period of time until drying, and a plate piece with a thickness of about 1 mm was formed. Table 1 shows the strength (unit: kg/c2) of the molded product. All of the molded products have sufficient strength, but the composite temperature is 300°C or higher.
When buried in soil, all of them completely decomposed and disappeared within three months.
表１
下に微細化した馬鈴馨デ／ブン粒に対し、キトサン１〜
１５０％になるよう海老殻由来のキトサン（脱アセチル
化度９９％）の酢酸水溶液と混合し、更にこの混合溶液
にフィルムに柔軟性をもたせるためポリオール系の可塑
剤を添加（デンプンに対して６０％）した。水溶液のデ
ンプン濃度は１０％とした。ごれをステンレス／ヤーレ
上に流延し７０°Ｃで３時間送風乾燥して厚み約６０μ
ｍの膜を製造した。得られたフィルムの乾燥、湿潤強度
（単位ｋｇ／ｃ■２）及び２５℃、水分１２％の土中で
の分解時期を表２に示す。Table 1 Chitosan 1~
Chitosan derived from shrimp shells (degree of deacetylation: 99%) is mixed with an acetic acid aqueous solution to give a concentration of 150%, and a polyol-based plasticizer is added to this mixed solution to make the film flexible (60% relative to starch). %)did. The starch concentration of the aqueous solution was 10%. The dirt was cast on stainless steel/yare and dried at 70°C for 3 hours to a thickness of approximately 60μ.
m membranes were produced. Table 2 shows the dry and wet strength (unit: kg/c 2) of the obtained film and the time of decomposition in soil at 25° C. and 12% moisture.
この結果か呟 キトサン添加量１％以下では水中で強度
がないが、５％以上ではある程度の強度を持つことが分
かる。また強度もキトサン添加量が８０％まで増加し続
けることが分かる。This result shows that chitosan has no strength in water when it is less than 1%, but it has some strength when it is more than 5%. It can also be seen that the strength continues to increase as the amount of chitosan added increases up to 80%.
これらのフィルムは土中でいずれも３力月以内に形跡を
とどめず分解されることが認められた。All of these films were found to decompose in the soil within 3 months without leaving any trace.
フィルムの乾燥及び湿潤強度が大きいことが分かる。
しかし微粒子が８０％あるデンプンを用いると湿潤強度
が低下した。It can be seen that the dry and wet strength of the film is high.
However, using starch with 80% fines resulted in a decrease in wet strength.
表３ 実施例３Table 3 Example 3
Claims (4)
サンを複合させて成る微生物分解性素材。(1) A microbially degradable material made by combining chitosan with starch granules that have been micronized by mechanical impact.
、３００℃以下で加熱乾燥する特許請求の範囲第１項記
載の微生物分解性素材の製造方法。(2) The method for producing a microbially degradable material according to claim 1, which comprises mixing micronized starch granules with an aqueous salt solution of chitosan and drying the mixture by heating at 300° C. or lower.
１５０％とすることを特徴とする特許請求の範囲第１項
及び第２項記載の微生物分解性素材の製造方法。(3) The amount of chitosan is 1 to
A method for producing a microbially degradable material according to claims 1 and 2, characterized in that the microbially degradable material is 150%.
プン粒が２％以上８０％以下であることを特徴とする特
許請求の範囲第１、第２項及び第３項記載の微生物分解
性素材の製造方法。(4) The microbially degradable material according to Claims 1, 2, and 3, characterized in that 2% or more and 80% or less of the entire starch granules are micronized starch granules of 1 μm or less. manufacturing method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2121488A JPH0686549B2 (en) | 1990-05-11 | 1990-05-11 | Starch / chitosan-based biodegradable material and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2121488A JPH0686549B2 (en) | 1990-05-11 | 1990-05-11 | Starch / chitosan-based biodegradable material and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0418437A true JPH0418437A (en) | 1992-01-22 |
| JPH0686549B2 JPH0686549B2 (en) | 1994-11-02 |
Family
ID=14812405
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2121488A Expired - Lifetime JPH0686549B2 (en) | 1990-05-11 | 1990-05-11 | Starch / chitosan-based biodegradable material and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0686549B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003022887A1 (en) * | 2001-09-04 | 2003-03-20 | Heppe Gmbh | Substances made of modified polysaccharides and method for the production thereof |
| CN1314710C (en) * | 2005-07-14 | 2007-05-09 | 华中农业大学 | Preparation method of very fine starch |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5426255A (en) * | 1977-07-29 | 1979-02-27 | Mitsubishi Electric Corp | Torch for tig welding |
| JPS61159430A (en) * | 1985-01-07 | 1986-07-19 | Daicel Chem Ind Ltd | Production of chitin or chitosan composition of good redispersing suspensibility |
| JPS6481837A (en) * | 1987-09-24 | 1989-03-28 | Lion Corp | Highly water-resistant composition |
-
1990
- 1990-05-11 JP JP2121488A patent/JPH0686549B2/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5426255A (en) * | 1977-07-29 | 1979-02-27 | Mitsubishi Electric Corp | Torch for tig welding |
| JPS61159430A (en) * | 1985-01-07 | 1986-07-19 | Daicel Chem Ind Ltd | Production of chitin or chitosan composition of good redispersing suspensibility |
| JPS6481837A (en) * | 1987-09-24 | 1989-03-28 | Lion Corp | Highly water-resistant composition |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003022887A1 (en) * | 2001-09-04 | 2003-03-20 | Heppe Gmbh | Substances made of modified polysaccharides and method for the production thereof |
| CN1314710C (en) * | 2005-07-14 | 2007-05-09 | 华中农业大学 | Preparation method of very fine starch |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0686549B2 (en) | 1994-11-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |