JPS62277414A - Hydrophilic-hydrophobic thermally reversible material - Google Patents
Hydrophilic-hydrophobic thermally reversible materialInfo
- Publication number
- JPS62277414A JPS62277414A JP12049786A JP12049786A JPS62277414A JP S62277414 A JPS62277414 A JP S62277414A JP 12049786 A JP12049786 A JP 12049786A JP 12049786 A JP12049786 A JP 12049786A JP S62277414 A JPS62277414 A JP S62277414A
- Authority
- JP
- Japan
- Prior art keywords
- aqueous solution
- temperature
- hydrophilic
- methylacrylamide
- dimethoxyethyl
- 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
- 239000000463 material Substances 0.000 title claims abstract description 13
- 230000002441 reversible effect Effects 0.000 title description 2
- 239000007864 aqueous solution Substances 0.000 claims abstract description 13
- -1 poly(N-(2,2-dimethoxyethyl)-N-methylacrylamide) Polymers 0.000 claims abstract description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 30
- 239000000243 solution Substances 0.000 abstract description 6
- 238000000926 separation method Methods 0.000 abstract description 3
- 230000000274 adsorptive effect Effects 0.000 abstract 1
- 230000007704 transition Effects 0.000 description 13
- 229920000642 polymer Polymers 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 7
- 229920002401 polyacrylamide Polymers 0.000 description 6
- 238000002834 transmittance Methods 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- TVWMAGGSNXUSKO-UHFFFAOYSA-N n-(2,2-dimethoxyethyl)-n-methylprop-2-enamide Chemical compound COC(OC)CN(C)C(=O)C=C TVWMAGGSNXUSKO-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
Description
【発明の詳細な説明】
３、発明の詳細な説明
産業上の利用分野
本発明は、新規な親水性−疎水性熱可逆型材料に関する
ものである。更１こ詳しく言えば１本発明は、遮光体、
温度センサー、玩具、インテリア。Detailed Description of the Invention 3. Detailed Description of the Invention Field of Industrial Application The present invention relates to a novel hydrophilic-hydrophobic thermoreversible material. More specifically, the present invention provides a light shielding body,
Temperature sensors, toys, interiors.
メカノケミカル材料に利用しつる親水性−疎水性熱可逆
型材料に関するものである。This invention relates to hydrophilic-hydrophobic thermoreversible materials that can be used as mechanochemical materials.
従来の技術
水溶性高分子化合物の中には、水溶液状態においである
温度（転移温度又は曇点）以上では析出白濁化し、その
温度以下では溶解透明化するという特殊な可逆的溶解挙
動を示すものがあり、このものは、親水性−疎水性熱可
逆型高分子化合物と呼ばれ、近年、温室、化学実験室な
どの遮光体。Conventional technology Some water-soluble polymer compounds exhibit a special reversible dissolution behavior in which they precipitate and become cloudy above a certain temperature (transition temperature or cloud point) in an aqueous solution state, and dissolve and become transparent below that temperature. This compound is called a hydrophilic-hydrophobic thermoreversible polymer compound, and in recent years it has been used as a light shielding material in greenhouses, chemical laboratories, etc.
温度センサー等として注目されるようになってきた。It has started to attract attention as a temperature sensor, etc.
このような熱可逆型高分子化合物としては、これまでポ
リ酢酸ビニル部分けん化物、ポリビニルメチルエーテル
、メチルセルロ−ス
オキシド、ポリビニルメチルオキサシリディノン及びポ
リアクリルアミド誘導体などが知られている。As such thermoreversible polymer compounds, partially saponified polyvinyl acetate, polyvinyl methyl ether, methyl cellulose oxide, polyvinyl methyl oxacylidinone, polyacrylamide derivatives, etc. have been known so far.
しかしながら、このような化合物は，種類が少ないため
，ポリアクリルアミド誘導体類を，例えば温度センサー
や遮光体などに利用しようとしても，転移温度が限られ
たものとなり，目的に応じて任意に選択することができ
ず適用範囲が制限されるのを免れなかった。However, since there are only a few types of such compounds, even if polyacrylamide derivatives are used for temperature sensors or light shielding materials, the transition temperature will be limited, making it difficult to select them arbitrarily depending on the purpose. As a result, the scope of application was inevitably limited.
発明が解決しようとする問題点
本発明の目的は、このような事情のもとで、親水性−疎
水性熱可逆型ポリアクリルアミド誘導体の利用範囲を拡
大すべく、更に異なった転移温度を有するポリ （Ｎ−
（２，２−ジメトキシエチノリーＮ−メチルアクリルア
ミド）水溶液からなる親水性−疎水性熱可逆型材料を提
供することにある。Problems to be Solved by the Invention Under these circumstances, the purpose of the present invention is to develop polyacrylamide derivatives having different transition temperatures in order to expand the scope of use of hydrophilic-hydrophobic thermoreversible polyacrylamide derivatives. (N-
An object of the present invention is to provide a hydrophilic-hydrophobic thermoreversible material comprising an aqueous solution of (2,2-dimethoxyethynolyN-methylacrylamide).
問題点を解決するための手段
本発明者らは、研究を重ねた結果ポＵ （Ｎ−（２゜２
−ジメトキシエチル）−Ｎ−メチルアクリルアミド
ことを見出し，本発明を完成する１ζ至った。Means for Solving the Problems As a result of repeated research, the inventors have found that PoU (N-(2゜2
-dimethoxyethyl)-N-methylacrylamide, leading to the completion of the present invention.
本高分子化合物は，例えば「マクロモレキュラー ・
ケ ミ ス ト リ ー （Ｍａｃｒｏｍｏｌ． Ｃ
ｈｅｒｒｃ）Ｊ １ ８ ６ 巻。This polymer compound is, for example, a “macromolecular compound”.
Chemistry (Macromol.C
herrc) J 186 volume.
２ ４ ７−２ ５ ３頁（１９８５年発行）に記載さ
れている方法により製造することができる。247-253 (published in 1985).
本発明の高分子化合物水溶液の転移温度は，重合度，そ
の濃度によっても異なるが，５５〜６０°Ｃの範囲にあ
る。重合度については，メタノール溶液における３０″
Ｃの温度での極限粘度〔ワ〕が０、Ｏｌ〜６．０のもの
が望ましい。水溶液の濃度は。The transition temperature of the aqueous solution of the polymer compound of the present invention is in the range of 55 to 60°C, although it varies depending on the degree of polymerization and its concentration. Regarding the degree of polymerization, 30″ in methanol solution
It is desirable that the intrinsic viscosity at a temperature of C is 0, Ol to 6.0. What is the concentration of the aqueous solution?
少なくとも０．０１９６にする必要があり，それ以上の
濃度が望ましい。It is necessary to set the concentration to at least 0.0196, and a higher concentration is desirable.
転移温度は食塩等の電解質を添加することにより低下し
，その程度は，電解質の種類，濃度に依存する。又、メ
タノール等の水溶性有機化合物を添加することによって
も，その転移温度を変えることができ，例えばメタノー
ルを添加した場合転移温度は，添加量と共に上昇する。The transition temperature is lowered by adding an electrolyte such as common salt, and the extent of this decrease depends on the type and concentration of the electrolyte. The transition temperature can also be changed by adding a water-soluble organic compound such as methanol. For example, when methanol is added, the transition temperature increases with the amount added.
発明の効果
本発明の高分子は，可逆的に低温で溶は高温で水に不溶
となる熱可逆型ポリアクリルアミド誘導体で，従来知ら
れている熱可逆型ポリアクリルアミドとは異なる転移温
度を有しており，遮光体。Effects of the Invention The polymer of the present invention is a thermoreversible polyacrylamide derivative that is reversibly soluble in water at low temperatures and insoluble in water at high temperatures, and has a transition temperature different from that of conventionally known thermoreversible polyacrylamides. and a light shield.
温度センサー、感熱スイッチ、吸着分離材，分離膜等に
利用することができる。It can be used for temperature sensors, heat-sensitive switches, adsorption/separation materials, separation membranes, etc.
実施例 次に実施例によって本発明をさら１こ詳細に説明する。Example Next, the present invention will be explained in more detail with reference to Examples.
実施例１
重合開始剤として２．２’−３アゾビス （２−アミノ
プロパン）塩酸塩を用い，その濃度ｓ Ｏｍｇ／１ｍｌ
のメタノール溶液２０ｍｌに（Ｎ− （２，２−ジメ
トキシエチル）−Ｎ−メチルアクリルアミド反応させた
。反応後，メタノールを蒸発させたのちアセトン溶液と
し，ジエチルエーテルさせ回収した。収ｆｆｉ２．０３
ｇ．メタノール中での３０°Ｃに於ける極限粘度は０．
２０であった。Example 1 2.2'-3azobis(2-aminopropane) hydrochloride was used as a polymerization initiator, and its concentration was Omg/1ml.
20 ml of methanol solution was reacted with (N-(2,2-dimethoxyethyl)-N-methylacrylamide. After the reaction, methanol was evaporated, an acetone solution was prepared, and the solution was collected with diethyl ether. Yield: 2.03
g. The intrinsic viscosity in methanol at 30°C is 0.
It was 20.
このポリマー１こついて，水中における熱可逆性を調べ
た。転移温度は，その水溶液の温度変化に伴う光透過性
から決定した。即ち，１重量９６濃度のポリマー水溶液
を調整して温度コントローラー付分光光度計を用い，昇
温速度１°Ｃ／分で昇温させながら，波長５００ｎｍで
の光透過率を測定し。The thermoreversibility of this polymer in water was investigated. The transition temperature was determined from the light transmittance of the aqueous solution as the temperature changes. That is, a polymer aqueous solution having a concentration of 96% by weight was prepared, and the light transmittance at a wavelength of 500 nm was measured using a spectrophotometer with a temperature controller while raising the temperature at a rate of 1°C/min.
転移温度は，この光透過率が初期透過率の０．５となる
温度（ＴＬ）から求めた。第１表に食塩，メタノールを
添加したポリマー水溶液の転移温度を示す。又，第１図
にこのポリマー１重量％水溶液の透過率一温度曲線を示
す。The transition temperature was determined from the temperature (TL) at which the light transmittance was 0.5 of the initial transmittance. Table 1 shows the transition temperatures of aqueous polymer solutions to which common salt and methanol were added. FIG. 1 shows a transmittance-temperature curve for a 1% by weight aqueous solution of this polymer.
第 １ 表
ポリ （Ｎ− （２．２−ジメトキシエチル）−Ｎ−メ
チルアクリルアミド）１重量％水溶液の転移温度添加物
濃 度 第１図の記号 転移温度（°Ｃ）メタ
ノール ５９６ Ｄ
６０．５メタノール ３０９６Ｅ
水溶性ナシ ０９６Ａ ５
７．ＯＮａＣｌ １ｍｏｌ ／ Ｉ
Ｂ ３５． ＯＮａＣｌ
２ｍｏｌ／Ｉ Ｃ ２３．
０Table 1 Transition temperature of poly(N-(2.2-dimethoxyethyl)-N-methylacrylamide) 1% by weight aqueous solution Additive Concentration Symbols in Figure 1 Transition temperature (°C) Methanol 596 D
60.5 Methanol 3096E
Water-soluble pear 096A 5
7. ONaCl 1mol/I
B35. ONaCl
2mol/IC23.
0
第１図は，ポリ （Ｎ− （２．２−ジメトキシエチル
）−Ｎ−メチルアクリルアミド）の１重量％水溶液にお
ける透過率一温度曲線を示すグラフである。
特許出願人 工業技術院長 等々力 達、＋τ．
ーー： − ”−FIG. 1 is a graph showing a transmittance-temperature curve for a 1% by weight aqueous solution of poly(N-(2,2-dimethoxyethyl)-N-methylacrylamide). Patent applicant Tatsu Todoroki, Director of the Agency of Industrial Science and Technology, +τ.
ーー： − ”−
Claims (1)
アクリルアミド）水溶液から実質的に成る親水性−疎水
性熱可逆型材料。A hydrophilic-hydrophobic thermoreversible material consisting essentially of an aqueous solution of poly(N-(2,2-dimethoxyethyl)-N-methylacrylamide).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12049786A JPH0694526B2 (en) | 1986-05-26 | 1986-05-26 | Hydrophilic-hydrophobic thermoreversible composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12049786A JPH0694526B2 (en) | 1986-05-26 | 1986-05-26 | Hydrophilic-hydrophobic thermoreversible composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62277414A true JPS62277414A (en) | 1987-12-02 |
| JPH0694526B2 JPH0694526B2 (en) | 1994-11-24 |
Family
ID=14787662
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12049786A Expired - Lifetime JPH0694526B2 (en) | 1986-05-26 | 1986-05-26 | Hydrophilic-hydrophobic thermoreversible composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0694526B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5432245A (en) * | 1990-04-02 | 1995-07-11 | Eastman Kodak Company | Method of coating thermoreversible heat-thickening polyacrylamides |
-
1986
- 1986-05-26 JP JP12049786A patent/JPH0694526B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5432245A (en) * | 1990-04-02 | 1995-07-11 | Eastman Kodak Company | Method of coating thermoreversible heat-thickening polyacrylamides |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0694526B2 (en) | 1994-11-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |