JPH05271517A - Polymer gel composition - Google Patents

Polymer gel composition

Info

Publication number
JPH05271517A
JPH05271517A JP10216792A JP10216792A JPH05271517A JP H05271517 A JPH05271517 A JP H05271517A JP 10216792 A JP10216792 A JP 10216792A JP 10216792 A JP10216792 A JP 10216792A JP H05271517 A JPH05271517 A JP H05271517A
Authority
JP
Japan
Prior art keywords
copolymer
polymer gel
parts
gel composition
acrylate
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
Application number
JP10216792A
Other languages
Japanese (ja)
Other versions
JP3260412B2 (en
Inventor
Akira Nakagawa
晃 中川
Yasuhiro Ikeura
康弘 池浦
Kazunori Muta
和則 牟田
Yasuhisa Furuse
靖久 古瀬
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hisamitsu Pharmaceutical Co Inc
Original Assignee
Hisamitsu Pharmaceutical Co Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hisamitsu Pharmaceutical Co Inc filed Critical Hisamitsu Pharmaceutical Co Inc
Priority to JP10216792A priority Critical patent/JP3260412B2/en
Publication of JPH05271517A publication Critical patent/JPH05271517A/en
Application granted granted Critical
Publication of JP3260412B2 publication Critical patent/JP3260412B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Abstract

PURPOSE:To obtain a polymer gel composition having excellent chemical characteristics and stability with time, applicable in fields of medical material, quasi-drug, cosmetic, medicine, etc. CONSTITUTION:This polymer gel composition comprises a copolymer of N- vinylacetamide and acrylic acid and/or acrylate, an epoxy compound and a wetting agent as essential components. The copolymer is a copolymer of N- vinylacetamide and acrylic acid and/or acrylate monomer (monomer weight ratio=99:1 to 1:99). An alkali metal acrylate such as sodium, lithium or potassium acrylate is preferable as the acrylate. An epoxy compound is suitable as a crosslinking agent for the copolymer and the copolymer is insolubilized by crosslinking. Water or an alcohol can be used alone or mixed and used as the wetting agent. The preferable amount of the crosslinking agent blended is 0.01-5 pts.wt., more preferably 0.1-3 pts.wt. based on 10 pts.wt. copolymer.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は治療用パット、褥瘡予防
剤、保温材、保冷材、創傷保護剤、パック剤、貼付剤、
薬物徐放剤として利用される高分子ゲル組成物に関する
ものである。
The present invention relates to a therapeutic pad, a pressure ulcer preventive agent, a heat insulating material, a cold insulating material, a wound protective agent, a pack agent, a patch agent,
The present invention relates to a polymer gel composition used as a drug sustained release agent.

【0002】[0002]

【従来の技術】従来より、ゼラチン、アルギン酸ナトリ
ウム、カルボキシメチルセルロース、デンプンなどの天
然高分子ないし天然高分子誘導体、ポリビニルアルコー
ル、ポリアクリル酸ナトリウム、ポリビニルピロリド
ン、カルボキシビニルポリマーなどの合成高分子を利用
した高分子ゲルが、治療用パット、褥瘡予防剤、保温
材、保冷材、創傷保護剤、パック剤、貼付剤、薬物徐放
剤として各種用途に広く用いられてきた。
2. Description of the Related Art Conventionally, natural polymers or natural polymer derivatives such as gelatin, sodium alginate, carboxymethylcellulose and starch, and synthetic polymers such as polyvinyl alcohol, sodium polyacrylate, polyvinylpyrrolidone and carboxyvinyl polymer have been used. Polymer gels have been widely used in various applications as therapeutic pads, pressure ulcer preventives, heat insulating materials, cold insulating materials, wound protective agents, packs, patches, and drug sustained-release agents.

【0003】例えば、特開昭59−93012号公報に
はポリアクリル酸ナトリウムと金属架橋させた含水ゲ
ル、特開昭61−106603号公報にはアクリル酸を
金属重合させた含水ゲル、特開平1−26633号公報
にはポリビニルアルコールをグルタルアルデヒドで架橋
させた水性ゲル、特開平1−297484号公報にはゼ
ラチンと無水マレイン酸共重合体との反応によって得ら
れる水性ゲルがそれぞれ開示されている。
For example, JP-A-59-93012 discloses a hydrogel obtained by metal-crosslinking with sodium polyacrylate, and JP-A-61-106603 discloses a hydrogel obtained by metal polymerization of acrylic acid. No. 26663 discloses an aqueous gel obtained by crosslinking polyvinyl alcohol with glutaraldehyde, and JP-A No. 1-297484 discloses an aqueous gel obtained by a reaction between gelatin and a maleic anhydride copolymer.

【0004】[0004]

【発明が解決しようとする課題】本発明は、従来の高分
子ゲルが有していた問題点、即ち、ゲル強度が弱い点、
水分を比較的容易に離脱しやすく初期の特性を保持しな
い点、pHや電解質に対して不安定な点、経時的安定性
に欠ける点などの問題を有していた。そこで、本発明者
らは上記の問題点を解決する目的で、種々検討を重ねた
結果、新規でかつ化学的安定性に優れた特性をもつ高分
子ゲル組成物を見い出し本発明を完成するにいたった。
DISCLOSURE OF THE INVENTION The present invention has the problems that conventional polymer gels have, that is, weak gel strength,
There are problems such that water can be relatively easily removed and initial properties are not retained, pH is unstable with respect to electrolytes, and stability over time is lacking. Therefore, the present inventors have conducted various studies for the purpose of solving the above-mentioned problems, and as a result, have found a polymer gel composition having novel and excellent chemical stability properties and completed the present invention. Just

【0005】[0005]

【課題を解決するための手段】本発明は、N−ビニルア
セトアミドとアクリル酸及び/又はアクリル酸塩との共
重合体に、エポキシ化合物、湿潤剤を必須成分として構
成される新規な高分子ゲル組成物である。
DISCLOSURE OF THE INVENTION The present invention is a novel polymer gel comprising a copolymer of N-vinylacetamide and acrylic acid and / or acrylic acid salt, an epoxy compound and a wetting agent as essential components. It is a composition.

【0006】本発明で用いられる共重合体は、N−ビニ
ルアセトアミドとアクリル酸及び/又はアクリル酸塩モ
ノマーとの共重合体(モノマー重量比=99:1〜1:
99)である。また、アクリル酸塩としては、アルカリ
金属のナトリウム、リチウム、カリウムが好ましい。
The copolymer used in the present invention is a copolymer of N-vinylacetamide and acrylic acid and / or acrylate monomer (monomer weight ratio = 99: 1 to 1: 1).
99). Further, as the acrylate salt, alkali metals such as sodium, lithium and potassium are preferable.

【0007】これら共重合体の架橋剤としては、エポキ
シ化合物が適しており、架橋により不溶化される。例え
ば、エポキシ化合物としては、ポリエチレングリコール
ジグリシジルエーテル、エチレングリコールジグリシジ
ルエーテル、グリセリンジグリシジルエーテル、グリセ
リントリグリシジルエーテル、プロピレングリコールジ
グリシジルエーテル、ポリグリセロールポリグリシジル
エーテル、ソルビトールポリグリシジルエーテル、ソル
ビタンポリグリシジルエーテル、トリメチロールプロパ
ンポリグリシジルエーテル、ペンタエリスリトールポリ
グリシジルエーテル、レゾルシノールジグリシジルエー
テル、ネオペンチルグリコールジグリシジルエーテル、
ビスフェノール型エポキシ樹脂などが上げられる。
Epoxy compounds are suitable as a crosslinking agent for these copolymers and are insolubilized by crosslinking. For example, as the epoxy compound, polyethylene glycol diglycidyl ether, ethylene glycol diglycidyl ether, glycerin diglycidyl ether, glycerin triglycidyl ether, propylene glycol diglycidyl ether, polyglycerol polyglycidyl ether, sorbitol polyglycidyl ether, sorbitan polyglycidyl ether. , Trimethylolpropane polyglycidyl ether, pentaerythritol polyglycidyl ether, resorcinol diglycidyl ether, neopentyl glycol diglycidyl ether,
Examples include bisphenol type epoxy resin.

【0008】これら架橋剤の好ましい配合量は、共重合
体10重量部に対して0.01〜5重量部、更に好まし
くは0.1〜3重量部である。架橋剤の配合量がこの範
囲を逸脱すると、凝集性、保型性が低下したり、あるい
は架橋密度が高くなり製造中にゲル化が進行するという
問題が生じる。
The preferred blending amount of these crosslinking agents is 0.01 to 5 parts by weight, more preferably 0.1 to 3 parts by weight, based on 10 parts by weight of the copolymer. If the compounding amount of the cross-linking agent deviates from this range, there arises a problem that the cohesiveness and shape retention are lowered, or the cross-linking density becomes high and gelation progresses during the production.

【0009】また、本発明に用いられる湿潤剤は、先の
共重合体の分散・溶解あるいは可塑剤として用いられ
る。湿潤剤としては、水あるいはアルコールを単独もし
くは混合して用いることができる。アルコールとして
は、メタノール、エタノール、プロパノール、イソプロ
パノール、ブタノール等の1価アルコールやエチレング
リコール、ジエチレングリコール、トリエチレングリコ
ール、ポリエチレングリコール、プロピレングリコー
ル、ジプロピレングリコール、ポリプロピレングリコー
ル、1.3−ブチレングリコール、1.4−ブチレング
リコール、イソブチレングリコール、グリセリン、ジグ
リセリン、ソルビトール等の多価アルコールが上げられ
る。
Further, the wetting agent used in the present invention is used as a plasticizer for dispersing / dissolving the above copolymer. As the wetting agent, water or alcohol can be used alone or as a mixture. Examples of the alcohol include monohydric alcohols such as methanol, ethanol, propanol, isopropanol, butanol, ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, 1.3-butylene glycol, and 1. Polyhydric alcohols such as 4-butylene glycol, isobutylene glycol, glycerin, diglycerin and sorbitol can be used.

【0010】この湿潤剤と共重合体との好ましい配合比
(重量比)は、10:0.1〜10、更に好ましくは、
10:0.5〜5重量部である。両者の配合比がこの範
囲を逸脱すると、保型性、凝集力が低下したり、作業性
が低下するという問題が生じる。
A preferable blending ratio (weight ratio) of the wetting agent and the copolymer is 10: 0.1-10, more preferably,
10: 0.5 to 5 parts by weight. If the compounding ratio of the both exceeds this range, there is a problem that the shape retention property, the cohesive force, and the workability deteriorate.

【0011】本発明の高分子ゲル組成物には、上記の共
重合体、エポキシ化合物、湿潤剤からなる必須成分に加
えて、従来公知のpH調製剤、酸化防止剤、粘着付与
剤、防腐剤、溶解剤、薬物、香料、界面活性剤、紫外線
吸収剤、吸収促進剤、無機充填剤などの配合剤が適宜適
量配合される。
The polymer gel composition of the present invention contains, in addition to the above-mentioned essential components consisting of a copolymer, an epoxy compound and a wetting agent, a conventionally known pH adjusting agent, antioxidant, tackifier and preservative. Compounding agents such as a solubilizer, a drug, a fragrance, a surfactant, an ultraviolet absorber, an absorption promoter, and an inorganic filler are appropriately mixed in appropriate amounts.

【0012】次に、本発明の高分子ゲル組成物の製造方
法としては、撹拌機中で、共重合体と湿潤剤を分散・溶
解させた後、エポキシ化合物を添加・混合することによ
り、高分子ゲルとする。ゲル化は、数日内で進行する
が、加熱処理により数時間に短縮させることができる。
Next, as a method for producing the polymer gel composition of the present invention, the copolymer and the wetting agent are dispersed / dissolved in a stirrer, and then an epoxy compound is added / mixed to enhance the composition. Use molecular gel. Gelation proceeds within a few days, but can be shortened to a few hours by heat treatment.

【0013】[0013]

【作用】本発明の高分子ゲル組成物は以下の優れた特徴
を示す。 a.保型性が良く、ゲル強度が高い。 b.水分などの離脱がなく、初期特性が保持される。 c.pHや電解質に対して安定である。 d.温度変化を受けにくく、経時的安定性に優れる。 e.薬物や香料などを保持する基剤として利用できる。 f.皮膚に対する刺激性が少なく適度な粘着性を有する
ので、人体に直接適用できる。
The polymer gel composition of the present invention has the following excellent features. a. Good shape retention and high gel strength. b. There is no separation of water and the initial characteristics are maintained. c. It is stable to pH and electrolytes. d. It is resistant to temperature changes and has excellent stability over time. e. It can be used as a base for holding drugs and fragrances. f. Since it is less irritating to the skin and has a suitable adhesiveness, it can be directly applied to the human body.

【0014】[0014]

【実施例】以下、本発明を、実施例及び試験例によって
更に詳しく述べる。
EXAMPLES The present invention will be described in more detail below with reference to examples and test examples.

【0015】実施例1 N−ビニルアセトアミド・アクリル酸ナトリウム共重合
体(モノマー重量比;70:30)10重量部と精製水
86重量部に混合溶解し、その後、エチレングリコール
ジグリシジルエーテル4重量部を添加し、更に均一にな
るまで混合し、透明の高分子ゲル組成物を得た。
Example 1 10 parts by weight of N-vinylacetamide / sodium acrylate copolymer (monomer weight ratio: 70:30) and 86 parts by weight of purified water were mixed and dissolved, and then 4 parts by weight of ethylene glycol diglycidyl ether. Was added, and the mixture was mixed until it became uniform to obtain a transparent polymer gel composition.

【0016】実施例2 N−ビニルアセトアミド・アクリル酸ナトリウム共重合
体(モノマー重量比;95:5)10重量部をグリセリ
ン60重量部、エタノール28重量部に混合溶解し、そ
の後、ネオペンチルジグリシジルエーテル2重量部を添
加し、更に均一になるまで混合し、透明の高分子ゲル組
成物を得た。
Example 2 10 parts by weight of N-vinylacetamide / sodium acrylate copolymer (monomer weight ratio; 95: 5) were mixed and dissolved in 60 parts by weight of glycerin and 28 parts by weight of ethanol, and then neopentyl diglycidyl was added. 2 parts by weight of ether was added and further mixed until uniform to obtain a transparent polymer gel composition.

【0017】実施例3 N−ビニルアセトアミド・アクリル酸ナトリウム共重合
体(モノマー重量比;90:10)15重量部とグリセ
リン30重量部を混合し、精製水54.8重量部に溶解
し、その後、トリメチロールプロパンポリグリシジルエ
ーテル0.2重量部を添加し、更に均一になるまで混合
した。この組成物を50℃で5時間加熱処理し、透明の
高分子ゲル組成物を得た。
Example 3 15 parts by weight of an N-vinylacetamide / sodium acrylate copolymer (monomer weight ratio: 90:10) and 30 parts by weight of glycerin were mixed and dissolved in 54.8 parts by weight of purified water, and thereafter. 0.2 parts by weight of trimethylolpropane polyglycidyl ether were added and mixed until uniform. This composition was heat-treated at 50 ° C. for 5 hours to obtain a transparent polymer gel composition.

【0018】実施例4 N−ビニルアセトアミド・アクリル酸ナトリウム共重合
体(モノマー重量比;80:20)5重量部とグリセリ
ン64重量部を混合し、精製水30重量部に溶解し、そ
の後、ペンタエリスリトールポリグリシジルエーテル1
重量部を添加し、更に均一になるまで混合し、透明の高
分子ゲル組成物を得た。
Example 4 5 parts by weight of N-vinylacetamide / sodium acrylate copolymer (monomer weight ratio: 80:20) and 64 parts by weight of glycerin were mixed and dissolved in 30 parts by weight of purified water, and then penta Erythritol polyglycidyl ether 1
Parts by weight were added and further mixed until uniform to obtain a transparent polymer gel composition.

【0019】比較例1 平均重合度20000のポリアクリル酸6部とグリセリ
ン30部を混合し、精製水52部に溶解した。その後、
乳酸アルミニウム2部、精製水10部の水溶液を添加
し、更に均一になるまで混合し、透明の高分子ゲル組成
物を得た。
Comparative Example 1 6 parts of polyacrylic acid having an average degree of polymerization of 20,000 and 30 parts of glycerin were mixed and dissolved in 52 parts of purified water. afterwards,
An aqueous solution of 2 parts of aluminum lactate and 10 parts of purified water was added and further mixed until uniform to obtain a transparent polymer gel composition.

【0020】比較例2 ゼラチン5部を60℃に加温した精製水72部に溶解さ
せた後に、平均重合度2000のポリビニルアルコール
3部とグリセリン20部の混合物を添加し、更に均一に
なるまで撹拌した。この混合物を5℃に冷却し透明の高
分子ゲル組成物を得た。
Comparative Example 2 5 parts of gelatin was dissolved in 72 parts of purified water heated to 60 ° C., and then a mixture of 3 parts of polyvinyl alcohol having an average degree of polymerization of 2000 and 20 parts of glycerin was added, and the mixture was further homogenized. It was stirred. This mixture was cooled to 5 ° C. to obtain a transparent polymer gel composition.

【0021】試験例 実施例1〜4及び比較例1〜2で得られた高分子ゲルに
ついて以下の試験を行ない表1に示した。
Test Examples The polymer gels obtained in Examples 1 to 4 and Comparative Examples 1 to 2 were subjected to the following tests and shown in Table 1.

【0022】1)ゲルの保型性 試料を室温で7日間放置し、ゲルの流動性を観察した。 ○ : 保型性良好 △ : 若干流動する × : 流動(保型性なし)1) Shape retention of gel The sample was left at room temperature for 7 days and the fluidity of the gel was observed. ○: Good shape retention △: Slight flow ×: Flow (no shape retention)

【0023】2)ゲルの膨潤試験 試料1gを精製水500mlにいれ、ゲルの状態を観察
した。 ○ : 膨潤 △ : 膨潤〜溶解 × : 溶解
2) Gel swelling test 1 g of the sample was put in 500 ml of purified water and the state of the gel was observed. ○: Swelling △: Swelling to dissolution ×: Dissolution

【0024】3)ゲルの安定性 試料を40℃に7日間放置し、室温に戻したときの性状
を観察した。 ○ : 保型性良好 △ : 離水し、保型性が一部失われる。 × : 保型性なし
3) Stability of gel The sample was allowed to stand at 40 ° C. for 7 days and then returned to room temperature to observe its properties. ◯: Good shape retention Δ: Water is released and the shape retention is partially lost. ×: No shape retention

【0025】[0025]

【表1】 [Table 1]

【0026】表1に示されるように、実施例1〜4の高
分子ゲル組成物は、比較例1〜2の含水ゲルに比べ、保
型性が良好であり、精製水中においても溶解することな
く、しかもに安定性においても優れていた。
As shown in Table 1, the polymer gel compositions of Examples 1 to 4 have better shape retention than the hydrogels of Comparative Examples 1 and 2 and should dissolve in purified water. It was also excellent in stability.

【0027】[0027]

【発明の効果】以上のように、本発明の高分子ゲル組成
物は、化学的特性及び経時的安定性に優れ、人体にも適
用されるため、医療材料、医薬部外品、化粧品、医薬品
等の各分野での応用が可能である。特にその中でも治療
用パット、褥瘡予防剤、保温材、保冷材、創傷保護剤、
パック剤、貼付剤、薬物徐放剤等に利用することがで
き、産業上極めて有用なものである。
INDUSTRIAL APPLICABILITY As described above, the polymer gel composition of the present invention has excellent chemical properties and stability over time and is applicable to the human body. Therefore, it is used as a medical material, a quasi drug, a cosmetic, a drug. It can be applied in each field such as. Especially, among them, therapeutic pad, pressure ulcer preventive agent, heat insulation material, cold insulation material, wound protection agent,
It can be used as a pack, patch, sustained-release drug, etc., and is extremely useful industrially.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 古瀬 靖久 佐賀県鳥栖市田代大官町408番地 久光製 薬株式会社内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Yasuhisa Furuse 408, Tashiro Daikanmachi, Tosu City, Saga Prefecture Hisamitsu Pharmaceutical Co., Ltd.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 N−ビニルアセトアミドとアクリル酸及
び/又はアクリル酸塩との共重合体に、エポキシ化合
物、湿潤剤を必須成分とする高分子ゲル組成物。
1. A polymer gel composition containing an epoxy compound and a wetting agent as essential components in a copolymer of N-vinylacetamide and acrylic acid and / or acrylic acid salt.
JP10216792A 1992-03-27 1992-03-27 Polymer gel composition Expired - Lifetime JP3260412B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10216792A JP3260412B2 (en) 1992-03-27 1992-03-27 Polymer gel composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10216792A JP3260412B2 (en) 1992-03-27 1992-03-27 Polymer gel composition

Publications (2)

Publication Number Publication Date
JPH05271517A true JPH05271517A (en) 1993-10-19
JP3260412B2 JP3260412B2 (en) 2002-02-25

Family

ID=14320153

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10216792A Expired - Lifetime JP3260412B2 (en) 1992-03-27 1992-03-27 Polymer gel composition

Country Status (1)

Country Link
JP (1) JP3260412B2 (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08243377A (en) * 1995-03-09 1996-09-24 Showa Denko Kk Alcohol-containing gel body
JPH1180716A (en) * 1997-09-03 1999-03-26 Showa Denko Kk Cold insulator composition and cold insulator
JP2001064472A (en) * 1999-09-01 2001-03-13 Showa Denko Kk Boric acid-containing gel
JP2002080681A (en) * 2000-09-11 2002-03-19 Showa Denko Kk Fragrant and/or deodorant gel composition
US6599999B1 (en) * 1997-02-04 2003-07-29 National Starch And Chemical Investment Holding Corporation Hair care compositions containing polymeric N-vinyl acetamide and methods of treating hair
WO2016181993A1 (en) * 2015-05-11 2016-11-17 昭和電工株式会社 Copolymer, binder for secondary cell electrode, composition for secondary cell electrode, and electrode for secondary cell

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08243377A (en) * 1995-03-09 1996-09-24 Showa Denko Kk Alcohol-containing gel body
US6599999B1 (en) * 1997-02-04 2003-07-29 National Starch And Chemical Investment Holding Corporation Hair care compositions containing polymeric N-vinyl acetamide and methods of treating hair
JPH1180716A (en) * 1997-09-03 1999-03-26 Showa Denko Kk Cold insulator composition and cold insulator
JP2001064472A (en) * 1999-09-01 2001-03-13 Showa Denko Kk Boric acid-containing gel
JP2002080681A (en) * 2000-09-11 2002-03-19 Showa Denko Kk Fragrant and/or deodorant gel composition
WO2016181993A1 (en) * 2015-05-11 2016-11-17 昭和電工株式会社 Copolymer, binder for secondary cell electrode, composition for secondary cell electrode, and electrode for secondary cell
JPWO2016181993A1 (en) * 2015-05-11 2018-03-01 昭和電工株式会社 Copolymer, secondary battery electrode binder, secondary battery electrode composition, secondary battery electrode

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