JPH0622580B2 - Medical material composed of succinyl chitosan - Google Patents
Medical material composed of succinyl chitosanInfo
- Publication number
- JPH0622580B2 JPH0622580B2 JP1305763A JP30576389A JPH0622580B2 JP H0622580 B2 JPH0622580 B2 JP H0622580B2 JP 1305763 A JP1305763 A JP 1305763A JP 30576389 A JP30576389 A JP 30576389A JP H0622580 B2 JPH0622580 B2 JP H0622580B2
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- Prior art keywords
- chitosan
- medical material
- succinyl chitosan
- succinyl
- 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.)
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- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、Ｎ−サクシニルキトサンからなる生体適合性
の優れた医用材料およびその製造法に関し、詳しくは、
創傷カバー材、人工皮膚、人工血管または止血材などに
応用することのできる医用材料およびその製造法に関す
る。TECHNICAL FIELD The present invention relates to a biocompatible medical material composed of N-succinyl chitosan and a method for producing the same, and more specifically,
The present invention relates to a medical material that can be applied to a wound cover material, artificial skin, artificial blood vessel, hemostatic material, and the like, and a method for producing the same.
キトサンはカニやエビ等の甲殻類の甲皮に存在するキチ
ン（Ｎ−アセチル−β−Ｄ−グルコサミンを主構成単位
とる）を濃アルカリで処理することによって得られる塩
基性多糖である。キトサンは、化学構造的にはＤ−グル
コサミンがβ−（１→４）結合したものであるが、キチ
ンを濃アルカリで処理する時の条件によってグルコサミ
ンのＮ−アセチル基が残り、通常は、β−Ｄ−グルコサ
ミンとＮ−アセチル−β−Ｄ−グルコサミンの共重合体
の構造になっている。Chitosan is a basic polysaccharide obtained by treating chitin (having N-acetyl-β-D-glucosamine as a main constituent unit) present in the crustaceans of crustaceans such as crab and shrimp with concentrated alkali. Chitosan is a chemical structure in which D-glucosamine is β- (1 → 4) -bonded, but the N-acetyl group of glucosamine remains depending on the condition when chitin is treated with concentrated alkali, and normally β It has a structure of a copolymer of -D-glucosamine and N-acetyl-β-D-glucosamine.
近年、キトサン及びその誘導体のバイオマテリアルとし
ての研究が盛んに行われており、吸収性縫合糸、人工血
管、薬物徐放担体、創傷被覆材等への応用が研究されて
いる。しかし、キトサン及びその誘導体は親水性高分子
であるため、含水状態での機械的強度が弱いという欠点
をもっている。人工血管等に用いるにはそのものだけで
は満足な性能のものは得られなかった。In recent years, chitosan and its derivatives have been actively studied as biomaterials, and their applications to absorbable sutures, artificial blood vessels, drug sustained-release carriers, wound dressings and the like have been studied. However, since chitosan and its derivatives are hydrophilic polymers, they have the drawback of weak mechanical strength in the water-containing state. It was not possible to obtain satisfactory performance by itself for use in artificial blood vessels and the like.
また、キトサンは生体に存在しない多糖類であり、生体
にとって明らかに異物であるので、これをそのまま生体
に適用すると、長期にわたり体内に残留し、炎症反応が
いつまでも終息しない。このように、キトサン単独で
は、医用材料としての応用が困難であり、またコラーゲ
ンを加えて生体適合性を向上する方法も未だ不充分であ
って、キトサンの臨床的な実用化に到っていない。Further, since chitosan is a polysaccharide that does not exist in the living body and is obviously a foreign body to the living body, if it is directly applied to the living body, it remains in the body for a long period of time and the inflammatory reaction does not end forever. As described above, it is difficult to apply chitosan alone as a medical material, and the method for improving biocompatibility by adding collagen is still insufficient, and clinical application of chitosan has not been achieved. .
本発明者らは、キトサンについて永年にわたって研究を
続けてきたが、キトサンを化学的に修飾してキトサン誘
導体、すなわちＮ−サクシニルキトサン、としたものは
従来技術の上記問題点を解決し医用材料として充分に使
用できることを見出し、これらの知見に基づいて本発明
に到達した。The present inventors have been conducting research on chitosan for many years, but a chitosan derivative chemically modified to chitosan, that is, N-succinyl chitosan, solved the above problems of the prior art and was used as a medical material. They have found that they can be used satisfactorily, and arrived at the present invention based on these findings.
本発明は、臨床応用可能な生体適合性の優れたキトサン
誘導体を提供することにあり、その構造の概要は次のよ
うである。The present invention is to provide a biocompatible chitosan derivative that is clinically applicable, and the outline of the structure is as follows.
１．Ｎ−サクシニルキトサンより構成された医用材料。1. A medical material composed of N-succinyl chitosan.
２．全アミノ基の１５〜５５モル％がサクシニル化され
たＮ−サクシニルキトサンより構成された医用材料。2. A medical material, wherein 15 to 55 mol% of all amino groups are composed of succinylated N-succinyl chitosan.
３．上記Ｎ−サクシニルキトサンがジイソシアン酸ヘキ
サメチレン等の架橋剤で架橋されている医用材料。3. A medical material in which the N-succinyl chitosan is crosslinked with a crosslinking agent such as hexamethylene diisocyanate.
４．創傷被覆材、人工血管、瘉着防止膜、止血材等とし
て有用な上記医用材料。4. The above-mentioned medical material useful as a wound dressing material, artificial blood vessel, anti-stomach film, hemostatic material and the like.
５．多孔質体、フィルム状に加工された上記医用材料。5. The above medical material processed into a porous body or a film.
本発明のＮ−サクシニルキトサンからなる医用材料は、
Ｎ−サクシニルキトサンの溶液、分散液またはゲルを凍
結乾燥した多孔質状に加工する方法、またはＮ−サクシ
ニルキトサンを成形して、フィルム状または膜状に加工
する方法等によって製造される。The medical material comprising N-succinyl chitosan of the present invention is
It is produced by a method of processing a solution, dispersion, or gel of N-succinyl chitosan into a freeze-dried porous state, a method of molding N-succinyl chitosan into a film or a film, and the like.
本発明のＮ−サクシニルキトサンは、キトサンをサクシ
ニル化することによって得られるが、Ｎ−サクシニルキ
トサンの調製に使用するキトサンは、キチンを濃アルカ
リによる脱アセチル化して得られたものであって、酸に
溶解するものであれば、いかなるものであっても、これ
を使用することができるが、脱アセチル化度が少なくと
も４５％であるものを使用するのが好ましい。The N-succinyl chitosan of the present invention can be obtained by succinylating chitosan. The chitosan used for the preparation of N-succinyl chitosan is obtained by deacetylating chitin with a concentrated alkali, and Any solvent can be used as long as it dissolves in, but it is preferable to use one having a deacetylation degree of at least 45%.
本発明のＮ−サクシニルキトサン医用材料を二官能性の
架橋剤で処理するか、または放射線を照射することによ
って架橋し、それによって医用材料の強度や吸水性を向
上することができる。The N-succinyl chitosan medical material of the present invention can be crosslinked by treating with a bifunctional crosslinking agent or by irradiating with radiation, thereby improving the strength and water absorption of the medical material.
医用材料の架橋における二官能性の架橋剤は、二以上の
官能基を有するものであれば、いかなるものであって
も、これを使用することができるが、ヘキサメチレンジ
イソシアネートまたはグルタルアルデヒドを使用するの
が好ましい。二官能性の架橋剤は、予めＮ−サクシニル
キトサンの溶液または分散液に加え、フィルム状、膜状
または多孔質状に成形した後に架橋反応させることもで
きるが、Ｎ−サクシニルキトサンをフィルム状、膜状ま
たは多孔質状に成形した後、成形品を架橋剤の溶液に浸
漬するか、あるいは成形品に放射線を照射し、それによ
って架橋反応を行わせることもできる。放射線として
は、紫外線、ガンマ線などの粒子線のいかなるものであ
っても、これを使用することができるが、紫外線または
ガンマ線を使用するのが好ましい 本発明のＮ−サクシニルキトサン医用材料は、フィルム
状、膜状または多孔質状の成形品の形で使用されるが、
それ以外の医用材料と組合わせて使用することもでき
る。フィルム状、膜状または多孔質状の成形品の形にお
いて使用する例として創傷被覆材、止血材または瘉着防
止膜としての使用があり、また他の医用材料と組合わせ
て使用する例としては、合成高分子材料でつくられた人
工血管やカテーテルの内面や外面のコーティングとして
の使用がある。このような合成高分子の医用材料のコー
ティングとして使用するには、Ｎ−サクシニルキトサン
の溶液に合成高分子の医用材料を浸漬した後乾燥する方
法、Ｎ−サクシニルキトサンの粘ちょうな溶液または分
散液を合成高分子の医用材料に塗布した後乾燥する方
法、または乾燥以前に、カルボン酸無水物または他の反
応剤と複合材を反応させて、化学的な処理を行なった後
に乾燥する方法がある。このような本発明のＮ−サクシ
ニルキトサンを他の医用材料と組合わせたものは、その
表面が本発明のＮ−サクシニルキトサンによって被覆さ
れており、乾燥して得られた医用材料の表面はフィルム
状または膜状であり、さらに凍結乾燥して得られた医用
材料の表面は多孔質状であって、その生体適合性は向上
したものとなっている。Any bifunctional cross-linking agent for cross-linking a medical material can be used as long as it has two or more functional groups, but hexamethylene diisocyanate or glutaraldehyde is used. Is preferred. The bifunctional cross-linking agent can be added to a solution or dispersion of N-succinyl chitosan in advance, and the cross-linking reaction can be performed after forming into a film shape, a film shape or a porous shape, but N-succinyl chitosan is formed into a film shape, It is also possible to carry out the cross-linking reaction by immersing the molded product in a solution of a cross-linking agent or irradiating the molded product with radiation after molding it into a film or porous form. As the radiation, any of particle beams such as ultraviolet rays and gamma rays can be used, but it is preferable to use ultraviolet rays or gamma rays. The N-succinyl chitosan medical material of the present invention is in the form of a film. , Used in the form of membranous or porous shaped articles,
It can also be used in combination with other medical materials. Examples of use in the form of a film-shaped, membrane-shaped, or porous molded article include use as a wound dressing material, hemostatic material or anti-spot membrane, and examples of use in combination with other medical materials include , It is used as a coating on the inner and outer surfaces of artificial blood vessels and catheters made of synthetic polymer materials. For use as a coating of such synthetic polymer medical material, a method of immersing the synthetic polymer medical material in a solution of N-succinyl chitosan and then drying, a viscous solution or dispersion of N-succinyl chitosan. Is applied to a synthetic polymer medical material and then dried, or a method in which a composite material is reacted with a carboxylic acid anhydride or another reactive agent before being dried, and a chemical treatment is performed, followed by drying. . Such a combination of the N-succinyl chitosan of the present invention with other medical materials has a surface coated with the N-succinyl chitosan of the present invention, and the surface of the medical material obtained by drying is a film. The surface of the medical material obtained by freeze-drying is in the form of a film or a film, and the surface thereof is porous, and its biocompatibility is improved.
Ｎ−サクシニルキトサンにヘパリンを含ませたものはす
ぐれた抗血栓性を有していて、血管壁に塗布したりまた
人工血管としての応用に適しており、さらにＮ−サクシ
ニルキトサンにプロタミンを含ませたものはすぐれた血
液凝固作用を有していて、止血材としての応用に適して
いる。Heparin-containing N-succinyl chitosan has excellent antithrombotic properties and is suitable for application to the blood vessel wall and application as an artificial blood vessel. Furthermore, N-succinyl chitosan containing protamine Tako has excellent blood coagulation action and is suitable for application as a hemostatic material.
以下において、実施例により本発明をさらに詳細に説明
するが、本発明はこれらの例に限定されるものではな
い。Hereinafter, the present invention will be described in more detail by way of examples, but the present invention is not limited to these examples.
実施例１ （キトサンの調製） 紅ズワイガニの甲殻の粉砕品２００ｇを５％塩酸２に
入れて、室温において、５時間撹拌した後、溶液を濾過
し、残さの固形物を水洗した。この固形物を５％水酸化
ナトリウム水溶液２に入れ、撹拌しながら９０℃に
２．５時間加熱した後、溶液を瀟過し、残さの固形物を
水洗した。Example 1 (Preparation of chitosan) 200 g of a crushed product of red snow crab shell was put in 5% hydrochloric acid 2 and stirred at room temperature for 5 hours, then the solution was filtered, and the residual solid matter was washed with water. This solid was put in a 5% aqueous sodium hydroxide solution 2 and heated at 90 ° C. for 2.5 hours while stirring, then, the solution was filtered, and the remaining solid was washed with water.
ここに得られたキチンを５０％水酸化ナトリウム水溶液
２に入れ、撹拌しながら９０℃に２．５時間加熱した
後、溶液を濾過し、沈降した固形物を充分に水洗し、そ
して９５℃において乾燥し、脱アセチル化度９９％のキ
トサン４１ｇを得た。The chitin obtained here was placed in 50% aqueous sodium hydroxide solution 2 and heated at 90 ° C. for 2.5 hours with stirring, then the solution was filtered, the precipitated solid was thoroughly washed with water, and at 95 ° C. After drying, 41 g of chitosan having a deacetylation degree of 99% was obtained.
（Ｎ−サクシニルキトサンの調製） 上記キトサン２ｇを８％酢酸水溶液４０mlに溶解した
後、これを１６０mlのメタノールで希釈した。これとは
別にコハク酸無水物１．４ｇ（キトサンのアミノ基１モ
ルに対して０．９８モルに相当する）をアセトン５０ml
に溶解し、得られたコハク酸無水物のアセトン溶液の全
量を前記のキトサン溶液に加え、一夜放置した。沈デン
物を濾過した後、乾燥してＮ−サクシニルキトサンの粉
末２ｇを得た。このＮ−サクシニルキトサンのアミノ基
の修飾率は３５％であった。(Preparation of N-succinyl chitosan) 2 g of the above chitosan was dissolved in 40 ml of an 8% aqueous acetic acid solution, and this was diluted with 160 ml of methanol. Separately, 1.4 g of succinic anhydride (corresponding to 0.98 mol per mol of amino groups of chitosan) is added to 50 ml of acetone.
And the whole amount of the resulting acetone solution of succinic anhydride was added to the above chitosan solution and left overnight. The precipitated substance was filtered and dried to obtain 2 g of N-succinyl chitosan powder. The modification rate of the amino group of this N-succinyl chitosan was 35%.
実施例２ 〔サクシニル化キトサンの組織適合性〕 キトサンおよびその誘導体は分子鎖の官能基、特に電荷
を有する官能基が組織に影響を与える場合がある。そこ
で、サクシニル化度を制御し分子内の電荷のバランスを
調整したサクシニル化キトサン誘導体を作成し、組織適
合性を検討した。比較材料としてキトサンとアテロコラ
ーゲンを用い、それぞれの材料の水溶液から凍結乾燥法
により多孔体を作成し、分子間架橋を導入したサンプル
について、ラット背部皮下に一定期間埋入して組織反応
を調べた。Example 2 Histocompatibility of succinylated chitosan In chitosan and its derivatives, functional groups in the molecular chain, particularly charged functional groups, may affect the tissue. Therefore, the succinylated chitosan derivative in which the degree of succinylation was controlled to adjust the charge balance in the molecule was prepared and the histocompatibility was examined. Using chitosan and atelocollagen as comparative materials, a porous body was prepared from an aqueous solution of each material by a freeze-drying method, and a sample in which intermolecular cross-linking was introduced was embedded in the dorsal skin of the rat for a certain period of time to examine the tissue reaction.
実 験 ６〜８週のＳＤラット（体重１５０〜１８０ｇ）の背部
皮膚全層に３cm×４cmの大きさにコの字型に切開し、パ
ニクルスを温存しながら皮膚を剥離し、ここに２cm×３
cm大の各種サンプルのスポンジを置き、皮膚を被せて周
辺（３辺）を縫合した。各サンプルは、ＥＯＧガス滅菌
した後、皮下に埋入した。埋入後１０日目、２０日目に
サンプルを取出し、１０％ホルマリンで固定した後、薄
切してヘマトキシリン・エオジンで染色した。Experiment 6-8 weeks SD rats (weight 150-180g) were cut into a 3cm x 4cm size in a U-shape on the entire back skin layer, and the skin was peeled off while preserving the panicles. Three
A sponge of each sample having a size of cm was placed, the skin was covered, and the periphery (3 sides) was sutured. Each sample was sterilized by EOG gas and then implanted subcutaneously. Samples were taken out on the 10th and 20th days after the embedding, fixed with 10% formalin, sliced and stained with hematoxylin / eosin.
ここで、Ｓ−１９…サクシニル化１９モル％のキトサン Ｓ−４９…サクシニル化４９モル％のキトサン Ｓ−７０…サクシニル化７０モル％のキトサン 材料が生体内で分解されている期間は炎症反応が継続し
ている期間であることを考慮して第１表の材料の分解を
検討すると、キトサンはほとんど分解されないため炎症
反応は長期間継続するが、キトサンを化学修飾したS-1
9，S-49はコラーゲンと同程度におさえることができる
ことがわかる。 Here, S-19 ... 19 mol% succinylated chitosan S-49 ... 49 mol% succinylated chitosan S-70 ... 70 mol% succinylated chitosan Inflammatory reaction occurs during the period when the material is decomposed in vivo. When the decomposition of the materials in Table 1 was considered considering that it is a continuous period, the inflammatory reaction continues for a long time because chitosan is hardly decomposed, but S-1 obtained by chemically modifying chitosan is used.
9, S-49 can be suppressed to the same level as collagen.
実施例３ 〔置換度が異なるサクシニル化キトサン多孔体の調製〕 調製方法： ａ）キトサン多孔体 キトサン１・９７ｇへ酢酸０．８９ｇ（１．３モル当量
／NH2）と水を加え全量１２５ｇに溶解し１．５％キト
サン溶液とした。これを１１cm×１０cm角ポリスチレン
製トレイへ溶解厚２mm（溶液２２ｇ／トレイ）で分注し
た。分注後メタノール・バス中で急速に凍結し、２日間
真空乾燥を行いスポンジを得た。このスポンジをＩＮ水
酸化ナトリウム５ml／メタノール４５ml混合溶液中へ一
晩浸漬し中和した。メタノール５０mlで５回洗浄した
後、架橋した。架橋後メタノール５０mlで８回、エタノ
ール１：水１混合液５０mlで３回、最後に水５０mlで２
回洗浄、これをメタノール・バス中で急速に凍結し、１
日間真空凍結乾燥を行った。乾燥した多孔体は約１０cm
×５cm角にカットし約０．５mm厚にプレス後、Ｅ．Ｏ．
Ｇ．滅菌を行った。Example 3 [Preparation of succinylated chitosan porous material having different substitution degree] Preparation method: a) Chitosan porous material 0.89 g of acetic acid (1.3 molar equivalent / NH 2 ) and water were added to 1.97 g of chitosan to make a total amount of 125 g. It melt | dissolved and it was set as the 1.5% chitosan solution. This was dispensed into an 11 cm × 10 cm square polystyrene tray with a dissolved thickness of 2 mm (solution 22 g / tray). After dispensing, it was rapidly frozen in a methanol bath and vacuum dried for 2 days to obtain a sponge. The sponge was immersed in a mixed solution of 5 ml of IN sodium hydroxide / 45 ml of methanol overnight for neutralization. After washing 5 times with 50 ml of methanol, crosslinking was carried out. After crosslinking, 8 times with 50 ml of methanol, 3 times with 50 ml of ethanol 1: water 1 mixture, and finally with 2 times 50 ml of water.
Wash twice, freeze rapidly in methanol bath,
Vacuum freeze-drying was performed for one day. Dry porous material is about 10 cm
After being cut into a 5 × 5 cm square and pressed to a thickness of about 0.5 mm, E. O.
G. Sterilization was performed.
ｂ）サクシニル化１９モル％キトサン多孔体 Ｓｕｃキトサン２．０１ｇへ酢酸０．６５ｇ（１．３モ
ル当量／NH2）と水を加え全量に１２５ｇにして溶解し
１．５％Ｓｕｃキトサン溶液とした。以下ａ）キトサン
多孔体の調製と同じ操作を行った。b) Succinylated 19 mol% chitosan porous body To 2.01 g of Suc chitosan, 0.65 g of acetic acid (1.3 mol equivalent / NH 2 ) and water were added to make 125 g of the total amount and dissolved to obtain a 1.5% Suc chitosan solution. . Hereinafter, the same operation as in the preparation of a) porous chitosan was performed.
ｃ）サクシニル化４９モル％キトサン多孔体 Ｓｕｃキトサン２．０５ｇへ水を加え全量１２５ｇとし
て溶解し、１．５％Ｓｕｃキトサン溶液とした。これを
１１cm×１０cm角ポリスチレン製トレイへ溶液厚２mm
（溶液２２ｇ／トレイ）で分注した。分注後メタノール
・バス中で急速に凍結し、２日間真空凍結乾燥を行い多
孔体を得た。この多孔体をメタノール５０ml中へ一晩浸
漬した後、架橋した。その後メタノール５０mlで８回、
エタノール１：水１混合液５０mlで３回、最後に水５０
mlで２回洗浄、これをメタノール・バス中で急速に凍結
し、１日間真空凍結乾燥を行った。c) Succinylated 49 mol% chitosan porous body Water was added to 2.05 g of Suc chitosan to dissolve the total amount to 125 g to obtain a 1.5% Suc chitosan solution. Add this solution to an 11 cm x 10 cm square polystyrene tray with a solution thickness of 2 mm.
It dispensed with (solution 22g / tray). After dispensing, it was rapidly frozen in a methanol bath and vacuum freeze-dried for 2 days to obtain a porous body. This porous body was immersed in 50 ml of methanol overnight and then crosslinked. Then 8 times with 50 ml of methanol,
Ethanol 1: Water 1 mixture 3 times with 50 ml water, and finally 50 water
It was washed twice with ml, rapidly frozen in a methanol bath, and vacuum freeze-dried for 1 day.
乾燥した多孔体は約１０cm×５cm角にカットし約０．５
mm厚にプレス後、Ｅ．Ｏ．Ｇ．滅菌を行った。The dried porous body is cut into about 10 cm x 5 cm squares and about 0.5
After pressing to a thickness of E.mm. O. G. Sterilization was performed.
ｄ）サクシニル化７０モル％キトサン多孔体 Ｓｕｃキトサン２．０７ｇへ水を加え全量１２５ｇとし
て溶解し、１．５％Ｓｕｃキトサン溶液とした。以下
ｃ）４９％キトサン多孔体の調製と同じ操作を行った。d) Succinylated 70 mol% chitosan porous material 2.07 g of Suc chitosan was added with water to dissolve the total amount to 125 g to obtain a 1.5% Suc chitosan solution. Hereinafter, the same operation as the preparation of c) 49% chitosan porous body was performed.
架橋…架橋はジイソシアン酸ヘキサメチレン（HMDICを
メタノール（モレキュラ・シーブスで脱水したもの）へ
溶かした溶液を使用して行った。Cross-linking ... Cross-linking was performed using a solution of hexamethylene diisocyanate (HMDIC dissolved in methanol (dehydrated with molecular sieves)).
スポンジ１枚に対しHMDIC２．５ｇ／メタノール５０ml
（＝５％sol.）で３０℃、１６時間、振とうして反応さ
せた。HMDIC 2.5g / methanol 50ml for 1 sponge
(= 5% sol.) At 30 ° C. for 16 hours, the reaction was performed by shaking.
本発明の医用材料は、優れた生体適合性を有するから、
生体に使用しても、抗原性が問題にならず、安全に使用
することができ、各種誘導体の組合せにより創傷カバー
材や人工皮膚として使用した場合は、創傷面の治瘉を促
進し、血栓性または抗血栓性を付与したものは、止血材
または人工血管として使用することができ、優れた効果
を示す。Since the medical material of the present invention has excellent biocompatibility,
Even when used in living organisms, antigenicity does not pose a problem and it can be safely used. When used as a wound cover material or artificial skin by combining various derivatives, it promotes healing of the wound surface and thrombosis. Which is imparted with anti-thrombogenicity or anti-thrombogenicity can be used as a hemostatic material or artificial blood vessel, and exhibits excellent effects.
Claims (10)
とを特徴とする医用材料。1. A medical material comprising N-succinyl chitosan.
５〜５５モル％がサクシニル化されていることを特徴と
する請求項１に記載の医用材料。2. One of all amino groups of N-succinyl chitosan.
The medical material according to claim 1, wherein 5 to 55 mol% is succinylated.
ことを特徴とする請求項１又は２に記載の医用材料。3. The medical material according to claim 1 or 2, wherein N-succinyl chitosan is crosslinked.
へキサメチレンで架橋されていることを特徴とする請求
項３に記載の医用材料。4. The medical material according to claim 3, wherein the N-succinyl chitosan is crosslinked with hexamethylene diisocyanate.
は創傷カバー材を製作する材料であることを特徴とする
請求項１ないし４のいずれかに記載の医用材料。5. The medical material according to any one of claims 1 to 4, wherein N-succinyl chitosan is a material for producing artificial skin or a wound cover material.
作する材料であることを特徴とする請求項１ないし４の
いずれかに記載の医用材料。6. The medical material according to any one of claims 1 to 4, wherein N-succinyl chitosan is a material for producing an artificial blood vessel.
製作する材料であることを特徴とする請求項１ないし４
のいずれかに記載の医用材料。7. N-succinyl chitosan is a material for forming an anti-smudge film.
The medical material according to any one of 1.
する材料であることを特徴とする請求項１ないし４のい
ずれかに記載の医用材料。8. The medical material according to any one of claims 1 to 4, wherein N-succinyl chitosan is a material for producing a hemostatic material.
工されたものであることを特徴とする請求項１ないし８
のいずれかに記載の医用材料。9. The N-succinyl chitosan is one which is processed into a porous form.
The medical material according to any one of 1.
に加工されたものであることを特徴とする請求項１ない
し８のいずれかに記載の医用材料。10. The medical material according to any one of claims 1 to 8, wherein the N-succinyl chitosan is processed into a film.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1305763A JPH0622580B2 (en) | 1989-11-24 | 1989-11-24 | Medical material composed of succinyl chitosan |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1305763A JPH0622580B2 (en) | 1989-11-24 | 1989-11-24 | Medical material composed of succinyl chitosan |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03165775A JPH03165775A (en) | 1991-07-17 |
| JPH0622580B2 true JPH0622580B2 (en) | 1994-03-30 |
Family
ID=17949057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1305763A Expired - Lifetime JPH0622580B2 (en) | 1989-11-24 | 1989-11-24 | Medical material composed of succinyl chitosan |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0622580B2 (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19643066C2 (en) * | 1996-10-18 | 1999-07-01 | Henkel Kgaa | Collagen-free cosmetic preparations and processes for their production |
| KR101610268B1 (en) * | 2007-08-28 | 2016-04-07 | 애들레이드 리서치 앤드 이노베이션 피티와이 리미티드 | Surgical hydrogel |
| ES2709548A1 (en) * | 2017-10-16 | 2019-04-16 | Consejo Superior Investigacion | HIDROGEL BIOCOMPATIBLE, PROCEDURE FOR PREPARATION AND USE OF THE SAME (Machine-translation by Google Translate, not legally binding) |
| CN109984953B (en) * | 2019-05-22 | 2022-08-19 | 宁波御坊堂生物科技有限公司 | Protein peptide gel for bath and skin cleaning and preparation method thereof |
-
1989
- 1989-11-24 JP JP1305763A patent/JPH0622580B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03165775A (en) | 1991-07-17 |
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