JPH04128207A - Solubilized type water-based cosmetic - Google Patents
Solubilized type water-based cosmeticInfo
- Publication number
- JPH04128207A JPH04128207A JP24971790A JP24971790A JPH04128207A JP H04128207 A JPH04128207 A JP H04128207A JP 24971790 A JP24971790 A JP 24971790A JP 24971790 A JP24971790 A JP 24971790A JP H04128207 A JPH04128207 A JP H04128207A
- Authority
- JP
- Japan
- Prior art keywords
- group
- skin
- type water
- solubilized
- present
- 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
- 239000002537 cosmetic Substances 0.000 title claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title abstract description 9
- 229920001577 copolymer Polymers 0.000 claims abstract description 18
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000178 monomer Substances 0.000 abstract description 4
- 239000004615 ingredient Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 239000003974 emollient agent Substances 0.000 description 5
- 230000007794 irritation Effects 0.000 description 4
- 230000003020 moisturizing effect Effects 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000003205 fragrance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- -1 5eC-butyl group Chemical group 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 238000009499 grossing Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 231100000344 non-irritating Toxicity 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- NYEZZYQZRQDLEH-UHFFFAOYSA-N 2-ethyl-4,5-dihydro-1,3-oxazole Chemical compound CCC1=NCCO1 NYEZZYQZRQDLEH-UHFFFAOYSA-N 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical group CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000006178 methyl benzyl group Chemical group 0.000 description 1
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Landscapes
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は新規な可溶化型水性化粧料、更に詳細には、特
定の二種以上の２−オキサゾリンモノマーより得られる
共重合体を含有し、透明で、皮膚に対する刺激が少なく
、潤い感と滑らかさを付与する可溶化型水性化粧料に関
する。[Detailed Description of the Invention] [Industrial Application Field] The present invention provides a novel solubilized aqueous cosmetic composition, more specifically, a copolymer obtained from two or more specific 2-oxazoline monomers. This invention relates to a solubilized water-based cosmetic that is transparent, causes less irritation to the skin, and provides a moisturizing and smooth feeling.
一般に、可溶化型水性化粧料は、皮膚の保湿・柔軟を目
的、とした柔軟性化粧料と、皮膚を引き締める収斂性化
粧料と、皮膚の汚れを除去する洗浄性化粧料に大きく分
類されるが、油分などのエモリエント剤を界面活性剤に
よって可溶化せしめて皮膚に潤いを与えるものや、コラ
ーゲンなどの水溶性高分子を含有させて皮膚を滑らかに
するものが中心となっている。In general, solubilized water-based cosmetics are broadly classified into soft cosmetics that moisturize and soften the skin, astringent cosmetics that tighten the skin, and cleansing cosmetics that remove dirt from the skin. However, the main products are those that moisturize the skin by solubilizing emollients such as oil with surfactants, and those that contain water-soluble polymers such as collagen to smooth the skin.
しかしながら、エモリエント剤や香料などを可溶化型水
性化粧料中に含有させる目的で従来の界面活性剤を用い
ると、皮膚に対する刺激反応を生じることがあるなどの
問題があり、また、水溶性高分子を含有させた可溶化型
水性化粧料は皮膚の潤い感と滑らかさの点で未だ効果が
充分でないという問題があった。However, when conventional surfactants are used to incorporate emollients, fragrances, etc. into solubilized water-based cosmetics, there are problems such as irritation reactions to the skin. Solubilized aqueous cosmetics containing the above have had the problem of not being sufficiently effective in terms of moisturizing and smoothing the skin.
従って、皮膚刺激性が少なく、皮膚に潤い感と滑らかさ
を与える可溶化型水性化粧料の開発が望まれていた。Therefore, it has been desired to develop a solubilized water-based cosmetic that is less irritating to the skin and provides a moisturizing and smooth feel to the skin.
一方、後ｇ己一般式（１）及び一般式（ｆｆ）で表わさ
れる繰り返し単位を有する共重合体は、界面活性剤とし
て使用できることが報告されている（例えば、＾ｄｖ、
Ｃｈｅａ＋、Ｓｅｒ、 １４２（１９７５） ３２０
、特開昭５９−２３００２７号公報）。On the other hand, it has been reported that copolymers having repeating units represented by general formula (1) and general formula (ff) can be used as surfactants (for example, ^dv,
Chea+, Ser, 142 (1975) 320
, Japanese Unexamined Patent Publication No. 59-230027).
斯かる実情において、本発明者は鋭意研究を行った結果
、後記一般式（Ｉ）及び（ＩＩ）で表わされる繰り返し
単位を有する特定の共重合体が、皮膚に対する刺激性が
低く、エモリエント剤や香料などの油分を可溶化するこ
とができ、しかもそれ自身に皮膚を滑らかにする作用を
有することを見出し、本発明を完成した。Under these circumstances, the present inventor conducted intensive research and found that a specific copolymer having repeating units represented by general formulas (I) and (II) below has low irritation to the skin and is effective as an emollient agent. The present invention was completed based on the discovery that oils such as fragrances can be solubilized and that they themselves have the effect of smoothing the skin.
すなわち、本発明は分子中に、次の一般式（Ｉ）及び一
般式（ＩＩ）
以下余白
（Ｉ） （ＩＩ）〔式中、Ｒ
１は水素原子、メチル基又はエチル基を示し、Ｒ２は炭
素数３〜１５のアルキル基、アリール基又はアラルキル
基を示す〕
で表わされる繰り返し単位を重量比で（■）／（Ｉ［）
＝９／１〜１／９となるように有し、かつ分子量が５０
０〜２０．０００である共重合体の一種又は二種以上を
含有することを特徴とする可溶化型水性化粧料を提供す
るものである。That is, the present invention has the following general formula (I) and general formula (II) in the molecule, and the following margins (I) (II) [wherein R
1 represents a hydrogen atom, a methyl group, or an ethyl group, and R2 represents an alkyl group having 3 to 15 carbon atoms, an aryl group, or an aralkyl group] The weight ratio of the repeating units represented by (■)/(I[)
=9/1 to 1/9, and has a molecular weight of 50
The present invention provides a solubilized aqueous cosmetic containing one or more copolymers having a molecular weight of 0 to 20,000.
本発明化粧料における共重合体は、繰り返し単位（１）
及び繰り返し単位（Ｕ）を有するが、その一般式（ＩＩ
）中、Ｒ２で示される基のうち、アルキル基としては、
例えばプロピル基、イソプロピル基、ブチル基、イソブ
チル基、５ｅＣ−ブチル基、ｔｅｒｔ−ブチル基、ペン
チル基、イソペンチル基、ヘキシル基、ヘプチル基、オ
クチル基、ノニル基、デシル基、ウンデシル基、トリデ
シル基、ペンタデシル基、２−メチルペンチル基、２−
エチルヘキシル基、２−プロピルヘプチル基等が挙げら
れ、アリール基としては、例えばフェニル基、ｐ−メチ
ルフェニル基、ｐ−エチルフェニル基等が挙げられ、ア
ラルキル基としては、例えばベンジル基、フェニルエチ
ル基、メチルベンジル基、ナフチルメチル基等が挙げら
れる。The copolymer in the cosmetic of the present invention has a repeating unit (1)
and a repeating unit (U), whose general formula (II
), among the groups represented by R2, the alkyl group is:
For example, propyl group, isopropyl group, butyl group, isobutyl group, 5eC-butyl group, tert-butyl group, pentyl group, isopentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, tridecyl group, Pentadecyl group, 2-methylpentyl group, 2-
Examples of the aryl group include a phenyl group, p-methylphenyl group, p-ethylphenyl group, and examples of the aralkyl group include a benzyl group and a phenylethyl group. , methylbenzyl group, naphthylmethyl group, etc.
本発明における共重合体としては、ブロック共重合体及
びランダム共重合体のいずれの構造のものも使用できる
。As the copolymer in the present invention, either a block copolymer or a random copolymer structure can be used.
本発明に用いられる共重合体における繰り返し単位（Ｉ
）及び（ＩＩ）の重量比は、（Ｉ）／（ＩＩ）＝１／９
〜９／１であるが、特に（Ｉ）／（ＩＩ）＝３／７〜９
／１であることが好ましい。Repeating unit (I) in the copolymer used in the present invention
) and (II) is (I)/(II)=1/9
~9/1, but especially (I)/(II) = 3/7~9
/1 is preferable.
（Ｉ） ／ （ＩＩ）の割合が上記の範囲をはずれると
本発明の効果が得られない。If the ratio of (I)/(II) is out of the above range, the effects of the present invention cannot be obtained.
また、共重合体の分子量は５００〜２０．０００である
ことが必要であるが、特に１．０００〜６．０００が好
ましい。分子量が上記の範囲をはずれると本発明の効果
が得られない。Further, the molecular weight of the copolymer needs to be 500 to 20,000, and particularly preferably 1.000 to 6,000. If the molecular weight is outside the above range, the effects of the present invention cannot be obtained.
本発明に用いられる共重合体のＮ末端としては、例えば
メチル基、エチル基、プロピル基、ドデシル基等が挙げ
られるが、特にメチル基又はエチル基が好ましい。また
、Ｃ末端としては例えば水酸基、アセチル基、ラウリル
アミン基、ジェタノールアミン基等が挙げられるが、特
に水酸基又はアセチル基が好ましい。Examples of the N-terminus of the copolymer used in the present invention include a methyl group, an ethyl group, a propyl group, a dodecyl group, and the like, with a methyl group or an ethyl group being particularly preferred. Examples of the C-terminus include a hydroxyl group, an acetyl group, a laurylamine group, a jetanolamine group, and a hydroxyl group or an acetyl group is particularly preferred.
このような、共重合体の合成は、例えばＰｏ１ｙ。Such copolymers can be synthesized, for example, by Po1y.
Ｊ、、 ４．８７（１９７Ｂ）等に記載の方法に従って
、２−エチル−２−オキサゾリン等を開環異性化カチオ
ン重合することにより行うことができる。また、共重合
体がブロック共重合体である場合は特開昭５９−２３０
０２７号公報記載の方法に準じ、異なる二種以上の２−
オキサゾリンモノマーを逐次開通重合させることにより
得ることができ、ランダム共重合体である場合は異なる
二種以上の２−オキサゾリンモノマーを同時に滴下する
か、あるいは−括混合して［ｉ重合させることにより得
ることができる。It can be carried out by ring-opening isomerization cationic polymerization of 2-ethyl-2-oxazoline, etc., according to the method described in J. J., 4.87 (197B). In addition, when the copolymer is a block copolymer, JP-A-59-230
According to the method described in No. 027, two or more different 2-
It can be obtained by sequential open polymerization of oxazoline monomers, and if it is a random copolymer, it can be obtained by simultaneously dropping two or more different 2-oxazoline monomers, or by bulk mixing [i-polymerization]. be able to.
本発明の可溶化型水性化粧料への共重合体の配合量は、
０．１〜５０重量％、特に１〜２０重量％の範囲が好ま
しい。The amount of the copolymer added to the solubilized aqueous cosmetic of the present invention is as follows:
A range of 0.1 to 50% by weight, particularly 1 to 20% by weight is preferred.
本発明の可溶化型水性化粧料にはエモリエント剤や香料
等の油分を可溶化状態で配合できる。エモリエント剤と
は典型的にはイソプロピルミリステート等のエステル油
であり、香料とは揮発性の芳香物質である。これら油分
は本発明の共重合体に対し１〜１／１００重量倍程度、
本発明の化粧料中０．０１〜２重量％、特に０．０５〜
０．５重量％程度用いるのが好ましい。The solubilized aqueous cosmetic composition of the present invention can contain oil components such as emollients and fragrances in a solubilized state. Emollients are typically ester oils such as isopropyl myristate, and perfumes are volatile aromatic substances. These oils are about 1 to 1/100 times the weight of the copolymer of the present invention,
0.01 to 2% by weight, especially 0.05 to 2% by weight in the cosmetic of the present invention
It is preferable to use about 0.5% by weight.
尚、本発明の可溶化型水性化粧料には、通常水性化粧料
に用いられる、水、無機又は有機塩、無機又は有機粉体
、希釈剤、色素、消炎剤、粘度調節剤、防腐剤、水溶性
高分子化合物、湿潤剤等の任意成分を本発明の効果を損
わない範囲において配合することができる。The solubilized aqueous cosmetics of the present invention include water, inorganic or organic salts, inorganic or organic powders, diluents, pigments, anti-inflammatory agents, viscosity modifiers, preservatives, etc., which are usually used in aqueous cosmetics. Optional components such as a water-soluble polymer compound and a wetting agent may be added within a range that does not impair the effects of the present invention.
本発明の可溶化型水性化粧料は、共重合体及び上記の成
分を水中に均一に溶解せしめることにより調製され、そ
の形態は透明であり化粧水、ローション等として使用す
ることができる。The solubilized aqueous cosmetic composition of the present invention is prepared by uniformly dissolving the copolymer and the above-mentioned components in water, and is transparent in form and can be used as a lotion, lotion, etc.
本発明の可溶化型水性化粧料は、透明な外観を呈し、皮
ｌＫ刺激性が低く、良好な潤い感と滑らかさを付与する
ことができ、かつ安定性に優れたものである。The solubilized aqueous cosmetic composition of the present invention has a transparent appearance, has low skin IK irritation, can provide a good moisturizing feeling and smoothness, and has excellent stability.
次に実施例を挙げて本発明を更に詳細に説明するが、本
発明はこれらの実施例によって何ら制限されるものでは
ない。EXAMPLES Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples in any way.
尚、本実施例において、使用した共重合体を下記第１表
に示す。In this example, the copolymers used are shown in Table 1 below.
以下余白 実施例１ 第２表に示す組成の可溶化型水性化粧料を調製した。Margin below Example 1 Solubilized aqueous cosmetics having the compositions shown in Table 2 were prepared.
これらは、すべて透明な外観を有し、皮膚に対する感触
は良好であり、刺激もなかった。また、安定性も良好で
あった。They all had a clear appearance, felt good on the skin, and were non-irritating. Moreover, the stability was also good.
第２表 実施例２ 第３表に示す組成の可溶化型水性化粧料を調製した。Table 2 Example 2 Solubilized aqueous cosmetics having the compositions shown in Table 3 were prepared.
これらは、すべて透明な外観を有し、皮膚に対する感触
は良好であり、刺激もなかった。また、安定性も良好で
あった。They all had a clear appearance, felt good on the skin, and were non-irritating. Moreover, the stability was also good.
第３表 （重量％） 以 上Table 3 (weight%) Below Up
Claims (1)
数式、化学式、表等があります▼（ I ） ▲数式、化学式、表等があります▼（II） 〔式中、Ｒ＾１は水素原子、メチル基又はエチル基を示
し、Ｒ＾２は炭素数３〜１５のアルキル基、アリール基
又はアラルキル基を示す〕 で表わされる繰り返し単位を重量比で（ I ）／（II）
＝９／１〜１／９となるように有し、かつ分子量が５０
０〜２０，０００である共重合体の一種又は二種以上を
含有することを特徴とする可溶化型水性化粧料。[Claims] 1. The following general formula (I) and general formula (II) ▲ in the molecule
There are mathematical formulas, chemical formulas, tables, etc. ▼ (I) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (II) [In the formula, R^1 represents a hydrogen atom, methyl group, or ethyl group, and R^2 represents the number of carbon atoms. 3 to 15 alkyl group, aryl group or aralkyl group] The weight ratio of repeating units represented by (I)/(II)
=9/1 to 1/9, and has a molecular weight of 50
1. A solubilized aqueous cosmetic comprising one or more copolymers having a molecular weight of 0 to 20,000.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24971790A JPH04128207A (en) | 1990-09-19 | 1990-09-19 | Solubilized type water-based cosmetic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24971790A JPH04128207A (en) | 1990-09-19 | 1990-09-19 | Solubilized type water-based cosmetic |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04128207A true JPH04128207A (en) | 1992-04-28 |
Family
ID=17197154
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24971790A Pending JPH04128207A (en) | 1990-09-19 | 1990-09-19 | Solubilized type water-based cosmetic |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04128207A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007026932A1 (en) * | 2005-09-01 | 2007-03-08 | Japan Science And Technology Agency | Random copolymer of oxazoline |
| JP2011525514A (en) * | 2008-06-26 | 2011-09-22 | テクニシェ ユニバーシタット ミュンヘン | Polymer delivery system for active agents |
| US9402908B2 (en) | 2008-06-26 | 2016-08-02 | Alexander V. Kabanov | Polymeric delivery systems for active agents |
-
1990
- 1990-09-19 JP JP24971790A patent/JPH04128207A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007026932A1 (en) * | 2005-09-01 | 2007-03-08 | Japan Science And Technology Agency | Random copolymer of oxazoline |
| US7732561B2 (en) | 2005-09-01 | 2010-06-08 | Japan Science And Technology Agency | Random copolymers of oxazoline |
| JP2012229435A (en) * | 2005-09-01 | 2012-11-22 | Japan Science & Technology Agency | Polymer of oxazoline |
| JP5081623B2 (en) * | 2005-09-01 | 2012-11-28 | 独立行政法人科学技術振興機構 | Random copolymer of oxazoline |
| JP2011525514A (en) * | 2008-06-26 | 2011-09-22 | テクニシェ ユニバーシタット ミュンヘン | Polymer delivery system for active agents |
| US9402908B2 (en) | 2008-06-26 | 2016-08-02 | Alexander V. Kabanov | Polymeric delivery systems for active agents |
| EP2313115B1 (en) * | 2008-06-26 | 2019-05-15 | Rainer Jordan | Polymeric delivery systems for active agents |
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