JPH07224119A - Temperature-sensitive water-absorbing resin - Google Patents
Temperature-sensitive water-absorbing resinInfo
- Publication number
- JPH07224119A JPH07224119A JP3638794A JP3638794A JPH07224119A JP H07224119 A JPH07224119 A JP H07224119A JP 3638794 A JP3638794 A JP 3638794A JP 3638794 A JP3638794 A JP 3638794A JP H07224119 A JPH07224119 A JP H07224119A
- Authority
- JP
- Japan
- Prior art keywords
- temperature
- resin
- water
- water absorption
- acrylic acid
- 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
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、室温付近のある温度を
境に吸水性が大きく変化し、温度により吸水・放水を繰
り返す新規な吸水性樹脂に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel water-absorbent resin whose water-absorbent property changes greatly at a certain temperature near room temperature and which repeats water-absorbing / water-releasing depending on the temperature.
【０００２】[0002]
【従来の技術】吸水性樹脂は生理用品、おむつ、使い捨
て雑巾などの衛生材料や保水剤として農園芸関係あるい
は建材の結露防止など種々の用途に使用されている。か
かる吸水性樹脂としては、カルボキシメチルセルロース
架橋物、でんぷん−アクリロニトリルグラフト共重合
体、ポリビニルアルコール、ポリアクリル酸塩等を原料
としたハイドロゲルが広く知られている。しかしながら
これらのハイドロゲルは、水との接触により吸水を始め
るという一つの機能を持つだけであった。しかるに近年
に於いては更に他の機能の付加する試みがなされてい
る。例えば、特開昭６１−５５１８０号公報にみられる
ように、温度の変化に対して吸排水を可逆的に繰り返す
機能をもった非イオン性ハイドロゲルが知られている。
すなわちこのハイドロゲルは、水温がある一定の温度よ
り高い場合にはほとんど吸水性を示さず、一定の温度よ
り低くなると水を吸水することができるものである。し
かし、このハイドロゲルは非イオン性であるため低温で
の吸水量は小さく、実用的ではなかった。吸水量を大き
くするために、例えば、ＵＳ４，７３２，９３０号、
Ｊ．Ｃｈｅｍ．Ｐｈｙｓ．１９８７ ８７ １３９２等
にＮ−イソプロピルアクリルアミド等とアクリル酸ナト
リウム等のイオン性単量体との共重合ハイドロゲルが報
告されている。2. Description of the Related Art Water-absorbent resins are used as sanitary materials such as sanitary products, diapers and disposable rags, and as water retention agents in various fields such as agricultural and horticultural relations and prevention of dew condensation on building materials. As such a water-absorbent resin, hydrogels made from carboxymethyl cellulose crosslinked products, starch-acrylonitrile graft copolymers, polyvinyl alcohol, polyacrylic acid salts and the like are widely known. However, these hydrogels have only one function of initiating water absorption upon contact with water. However, in recent years, attempts have been made to add other functions. For example, as disclosed in JP-A-61-55180, a nonionic hydrogel having a function of reversibly repeating absorption and drainage with respect to a change in temperature is known.
That is, the hydrogel shows almost no water absorption when the water temperature is higher than a certain temperature, and can absorb water when the water temperature is lower than the certain temperature. However, since this hydrogel is nonionic, its water absorption amount at a low temperature is small and it is not practical. In order to increase the water absorption, for example, US Pat. No. 4,732,930,
J. Chem. Phys. 1987 87 1392 and the like report copolymer hydrogels of N-isopropylacrylamide and the like and ionic monomers such as sodium acrylate.
【０００３】[0003]
【発明が解決しようとする課題】しかしながらこれらイ
オン性単量体とのハイドロゲルは、吸水量については改
善されているものの、イオン性単量体をわずかに共重合
しただけで本来有していた、一般に下限臨界共溶温度
（以下、感温点ともいう）と呼ばれる、吸水性が変化す
る温度が大きく変化してしまうという欠点、更に詳しく
言えば、イオン性単量体の含有量が大きくなるに従って
感温点は上昇し、室温付近で感温性を示すことは困難に
なるという欠点を有していた。However, although the hydrogel with these ionic monomers has been improved in water absorption, it was originally possessed by a slight copolymerization of ionic monomers. , A lower limit critical solution temperature (hereinafter also referred to as a temperature-sensitive point), which is a drawback that the temperature at which water absorption changes greatly changes, more specifically, the content of an ionic monomer increases. As a result, the temperature-sensitive point increases, and it is difficult to exhibit temperature-sensitivity near room temperature.
【０００４】[0004]
【課題を解決するための手段】本発明者らは上記欠点を
有しない樹脂を得るべく鋭意検討を重ねた結果、Ｎ−ア
ルキルアクリルアミド誘導体とアクリル酸あるいはアク
リル酸のアルカリ金属塩とを水溶液共重合する場合、ダ
イアセトンアクリルアミドを導入することにより、高い
吸排水性を保持した感温性ハイドロゲルが得られ、かつ
ダイアセトンアクリルアミドの導入量を変化させること
で感温点を広い範囲で調節できること、そのため目的温
度に応じた感温点の設定が容易であることを見いだし、
本発明を完成するに至った。すなわち、本発明はＮ−イ
ソプロピルアクリルアミド及び／又はＮ，Ｎ−ジエチル
アクリルアミド、アクリル酸及び／又はアクリル酸のア
ルカリ金属塩及びダイアセトンアクリルアミドとを架橋
剤存在下、水溶液共重合してなる感温性吸水樹脂を提供
するものである。As a result of intensive investigations by the present inventors to obtain a resin that does not have the above-mentioned drawbacks, the N-alkylacrylamide derivative and acrylic acid or an alkali metal salt of acrylic acid are copolymerized in an aqueous solution. In that case, by introducing diacetone acrylamide, it is possible to obtain a temperature-sensitive hydrogel that retains high water absorption and drainage properties, and that the temperature-sensitive point can be adjusted in a wide range by changing the amount of introduced diacetone acrylamide, Therefore, we found that it was easy to set the temperature sensitive point according to the target temperature,
The present invention has been completed. That is, the present invention is a temperature-sensitive substance obtained by copolymerizing N-isopropylacrylamide and / or N, N-diethylacrylamide, acrylic acid and / or an alkali metal salt of acrylic acid and diacetone acrylamide in the presence of a crosslinking agent in an aqueous solution. A water absorbent resin is provided.
【０００５】本発明では、水中で下限臨界共溶温度を持
つポリマーを与える単量体として、Ｎ−イソプロピルア
クリルアミドもしくはＮ，Ｎ−ジエチルアクリルアミド
を使用する。使用量は他の単量体の使用量にもよるが、
感温性の点から使用する全単量体の５０モル％以上が望
ましい。本発明に用いられるイオン性単量体としては、
アクリル酸もしくはアクリル酸塩が挙げられる。アクリ
ル酸塩としてはアルカリ金属塩が好ましく、具体的に
は、アクリル酸ナトリウム、アクリル酸カリウム、アク
リル酸カルシウム、アクリル酸マグネシウム等のアクリ
ル酸アルカリ塩やアクリル酸アンモニウム塩等を挙げる
ことができるが、中でもアクリル酸ナトリウムが好まし
い。イオン性単量体の使用量はその種類にもよるが、前
記アクリルアミド誘導体およびダイアセトンアクリルア
ミドに対して０．５〜４０モル％、さらに好ましくは１
〜１２モル％である。本発明では、更にダイアセトンア
クリルアミドが添加される。ダイアセトンアクリルアミ
ドは自由に水に溶解するので、その量は広い範囲で使用
することが出来る。使用したイオン性単量体の量にもよ
るが、感温性から使用する全単量体量の４０モル％以下
であるのが望ましい。In the present invention, N-isopropylacrylamide or N, N-diethylacrylamide is used as a monomer which gives a polymer having a lower critical solution temperature in water. The amount used depends on the amount of other monomers used,
From the viewpoint of temperature sensitivity, 50 mol% or more of all monomers used is desirable. As the ionic monomer used in the present invention,
Acrylic acid or acrylate may be mentioned. The acrylate salt is preferably an alkali metal salt, and specific examples thereof include sodium acrylate, potassium acrylate, calcium acrylate, and acrylic acid alkali salts such as magnesium acrylate and ammonium acrylate. Of these, sodium acrylate is preferred. The amount of the ionic monomer to be used depends on the kind thereof, but is 0.5 to 40 mol% with respect to the acrylamide derivative and diacetone acrylamide, more preferably 1
~ 12 mol%. In the present invention, diacetone acrylamide is further added. Since diacetone acrylamide is freely soluble in water, its amount can be used in a wide range. Although it depends on the amount of the ionic monomer used, it is preferably 40 mol% or less of the total amount of the monomer used in view of temperature sensitivity.
【０００６】本発明の樹脂は、前記単量体を重合するに
際し、水溶性の架橋性存在下反応を実施することにより
製造される。本発明で使用される架橋剤は、分子内に二
重結合を２個以上有し、水溶性であり、かつ前記の単量
体と共重合性が良く、効率よく架橋構造をとり、均一な
架橋分布を与えるものが好ましい。このような架橋剤と
してはＮ，Ｎ’−メチレンビス（メタ）アクリルアミ
ド、エチレングリコールジ（メタ）アクリレート、ジエ
チレングリコールジ（メタ）アクリレート、ポリエチレ
ングリコールジ（メタ）アクリレート、プロピレングリ
コールジ（メタ）アクリレート、ポリプロピレングリコ
ールジ（メタ）アクリレート、グリセリントリ（メタ）
アクリレート等を挙げることができるが、特にＮ，Ｎ−
メチレンビスアクリルアミドが好ましい。一般に吸水性
ポリマーを得るための架橋剤量は広い範囲にわたって可
変であるが、架橋剤量が多いと水に対する膨潤性が小さ
くなり、少ないと膨潤した樹脂の強度が低下することは
広く知られていることである。具体的な量は架橋剤の種
類によって異なるが、単量体量に対して０．００１〜５
ｗｔ％程度であり、好ましくは０．０１〜１ｗｔ％であ
る。The resin of the present invention is produced by carrying out a reaction in the presence of a water-soluble crosslinkable substance when polymerizing the above-mentioned monomer. The cross-linking agent used in the present invention has two or more double bonds in the molecule, is water-soluble, and has good copolymerizability with the above-mentioned monomer, and has an efficient cross-linking structure and is uniform. Those that give a cross-linking distribution are preferred. As such a cross-linking agent, N, N'-methylenebis (meth) acrylamide, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, polypropylene Glycol di (meth) acrylate, glycerin tri (meth)
Examples thereof include acrylates, but especially N, N-
Methylenebisacrylamide is preferred. Generally, the amount of the cross-linking agent for obtaining the water-absorbing polymer is variable over a wide range, but it is widely known that the amount of the cross-linking agent is large, the swelling property against water is small, and the amount is small, the strength of the swollen resin is reduced. It is that you are. The specific amount varies depending on the type of cross-linking agent, but is 0.001 to 5 relative to the amount of monomer
It is about wt%, preferably 0.01 to 1 wt%.
【０００７】本発明の樹脂を製造する方法は、イオン性
単量体を共重合させるため水溶液重合が必須であるが、
水溶液重合において一般的に知られている方法は全て使
用できる。本発明において用いられる重合開始剤は水溶
性ラジカル重合開始剤例えば過酸化水素、過硫酸アンモ
ニウムや過硫酸カリウム等の過硫酸塩、ｔ−ブチルハイ
ドロパーオキシドやクメンハイドロパーオキシド等のハ
イドロパーオキシド類、２，２’−アゾビス（２−アミ
ジノプロパン）二塩酸塩等のアゾ系開始剤、またこれら
の水溶性開始剤と例えば亜硫酸水素ナトリウムの様な還
元性物質やＮ，Ｎ，Ｎ’Ｎ’−テトラメチルエチレンジ
アミンの様なアミン類等を組み合わせてレドックス型の
開始剤として使用しても良い。これら水溶性ラジカル重
合開始剤の使用量は、０．０１〜１０ｗｔ％、好ましく
は０．１〜２ｗｔ％である。In the method for producing the resin of the present invention, aqueous solution polymerization is essential for copolymerizing ionic monomers.
All commonly known methods in aqueous solution polymerization can be used. The polymerization initiator used in the present invention includes water-soluble radical polymerization initiators such as hydrogen peroxide, persulfates such as ammonium persulfate and potassium persulfate, hydroperoxides such as t-butyl hydroperoxide and cumene hydroperoxide, Azo initiators such as 2,2′-azobis (2-amidinopropane) dihydrochloride, these water-soluble initiators and reducing substances such as sodium bisulfite and N, N, N′N′- An amine such as tetramethylethylenediamine may be combined and used as a redox type initiator. The amount of these water-soluble radical polymerization initiators used is 0.01 to 10 wt%, preferably 0.1 to 2 wt%.
【０００８】本発明の特徴は、高い吸水倍率を保持した
状態で、任意に感温点を低温側にコントロールするため
に水溶性単量体であるダイアセトンアクリルアミドを導
入した点にある。感温点を低温側にコントロールするた
めに、疎水性単量体を導入する方法が公知である。しか
しながら疎水性単量体は水に対する溶解度が低いため、
水溶液での重合が不可能であるか、もしくは可能な場合
においても導入量が制限されることにより任意に感温点
をコントロールすることが不可能であり、更に重合時の
単量体濃度を非常に低濃度にしなければならない等の欠
点を有する。例えば疎水性単量体として公知のメチルア
クリレートは水に対する溶解度が約６％であり、それ以
上の濃度にすると不均一な重合物が生成する。また１０
℃の吸水倍率を１００とした場合に吸水倍率が５０にな
る点の温度を感温点とすると、メチルアクリレートを１
０モル％導入した重合体の感温点は比較例８に記載して
いるようにわずか１．７℃しか降下しないのに対して、
ダイアセトンアクリルアミドのそれは実施例９〜１２に
記載しているように７℃と非常に感温点が降下する。本
発明において使用するダイアセトンアクリルアミドは水
溶性単量体であり任意の割合で水に溶解するので、均一
な樹脂を容易に製造できると共に、含有量を任意に変化
させることができる。したがって高い吸水倍率を保持し
たまま、使用温度に応じた感温点の設定を容易に行うこ
とができるという長所を有している。A feature of the present invention is that diacetone acrylamide, which is a water-soluble monomer, is introduced to arbitrarily control the temperature sensitive point to a low temperature side while maintaining a high water absorption capacity. A method of introducing a hydrophobic monomer in order to control the temperature sensitive point to the low temperature side is known. However, since hydrophobic monomers have low solubility in water,
Polymerization in an aqueous solution is impossible, or even if it is possible, it is impossible to arbitrarily control the temperature-sensitive point by limiting the introduction amount. In addition, it has the drawback that it must be at a low concentration. For example, methyl acrylate, which is known as a hydrophobic monomer, has a solubility in water of about 6%, and when the concentration is higher than that, a heterogeneous polymer is produced. Again 10
When the temperature at the point where the water absorption ratio becomes 50 when the water absorption ratio at ℃ is 100 is taken as the temperature-sensitive point, methyl acrylate is 1
The temperature-sensitive point of the polymer introduced with 0 mol% dropped only 1.7 ° C. as described in Comparative Example 8, while
As for diacetone acrylamide, as described in Examples 9 to 12, it has a very low temperature-sensitive point of 7 ° C. The diacetone acrylamide used in the present invention is a water-soluble monomer and is dissolved in water at an arbitrary ratio, so that a uniform resin can be easily produced and the content can be arbitrarily changed. Therefore, it has an advantage that the temperature sensitive point can be easily set according to the operating temperature while maintaining the high water absorption capacity.
【０００９】[0009]
【実施例】以下、実施例を挙げて本発明を詳細に説明す
る。 実施例１ ５００ｍｌセパラブルフラスコの中に、Ｎ−イソプロピ
ルアクリルアミド１７．８２ｇ、アクリル酸ナトリウム
４０％水溶液１．４８ｇ、ダイアセトンアクリルアミド
８．８８ｇ、Ｎ，Ｎ−メチレンビスアクリルアミド０．
１ｇと純水１５０ｍｌを加えた。次に窒素雰囲気下、１
０℃で過硫酸アンモニウム０．２４ｇ、Ｎ，Ｎ，Ｎ’，
Ｎ’−テトラメチルエチレンジアミン０．３０ｍｌを加
え重合を開始させた。重合終了後、加温してゲルを取り
出し、１００℃の電気乾燥器中で乾燥した。乾燥したゲ
ル（樹脂）を粉砕し、吸水倍率を測定した。吸水倍率は
樹脂０．２ｇを不織布製袋に封入し、１ｌビーカー中の
純水中に浸漬後、十分に水切りして重量を測定した。ま
た別に吸水性樹脂の入ってない不織布製袋を上記方法に
よって測定し、これをブランクとした。このようにして
得られた測定値からブランクを差引、吸水性樹脂１ｇ当
たりの重量に換算した値を吸水倍率とした。この数値が
大きいほど、高吸水性であることを示す。得られた吸水
倍率を表１に示す。EXAMPLES The present invention will be described in detail below with reference to examples. Example 1 In a 500 ml separable flask, 17.82 g of N-isopropylacrylamide, 1.48 g of 40% aqueous sodium acrylate solution, 8.88 g of diacetone acrylamide, 0.88 g of N, N-methylenebisacrylamide.
1 g and 150 ml of pure water were added. Next, in a nitrogen atmosphere, 1
0.24 g of ammonium persulfate at 0 ° C., N, N, N ′,
Polymerization was initiated by adding 0.30 ml of N'-tetramethylethylenediamine. After completion of the polymerization, the gel was heated and taken out, and dried in an electric dryer at 100 ° C. The dried gel (resin) was crushed and the water absorption capacity was measured. Regarding the water absorption ratio, 0.2 g of resin was enclosed in a non-woven bag, immersed in pure water in a 1 l beaker, drained sufficiently, and the weight was measured. Separately, a nonwoven fabric bag containing no water-absorbent resin was measured by the above method and used as a blank. A blank was subtracted from the measured values thus obtained, and the value converted into the weight per 1 g of the water-absorbent resin was defined as the water absorption capacity. The larger this value, the higher the water absorption. The water absorption capacity thus obtained is shown in Table 1.
【００１０】実施例２ 実施例１において、Ｎ−イソプロピルアクリルアミドに
変えてＮ，Ｎ−ジエチルアクリルアミドを２０．０３ｇ
使用した以外は実施例１と同様に実施し、樹脂を得た。
得られた樹脂の吸水倍率を表１に示す。Example 2 In Example 1, 20.03 g of N, N-diethylacrylamide was used instead of N-isopropylacrylamide.
A resin was obtained in the same manner as in Example 1 except that the resin was used.
The water absorption capacity of the obtained resin is shown in Table 1.
【００１１】比較例１ 実施例１において、ダイアセトンアクリルアミド及びア
クリル酸ナトリウムを用いず、Ｎ−イソプロピルアクリ
ルアミドを２３．７６ｇに変えたこと以外は実施例１と
同様に実施することにより樹脂を得た。得られた樹脂の
吸水倍率を表１に示す。 比較例２ 実施例２において、ダイアセトンアクリルアミド及びア
クリル酸ナトリウムを用いず、Ｎ，Ｎ−ジエチルアクリ
ルアミドを２６．７１ｇに変えたこと以外は実施例２と
同様に実施することにより樹脂を得た。得られた樹脂の
吸水倍率を表１に示す。 比較例３ 実施例１においてダイアセトンアクリルアミドを用い
ず、Ｎ−イソプロピルアクリルアミドを２３．７６ｇに
変えたこと以外は実施例１と同様に実施することにより
樹脂を得た。得られた樹脂の吸水倍率を表１に示す。 比較例４ 実施例１においてダイアセトンアクリルアミドを疎水性
単量体であるメチルアクリレート４．５２ｇに変えたこ
と以外は実施例１と同様に実施することにより樹脂を得
た。得られた樹脂の吸水倍率を表１に示す。 比較例５ 実施例１においてダイアセトンアクリルアミドを疎水性
単量体であるｎ−ブチルアクリレート６．７３ｇに変え
たこと以外は実施例１と同様な操作を行った。生成した
樹脂は不均一であった。なお、本樹脂については不均一
のため吸水倍率の測定は行わなかった。 比較例６ 実施例１においてダイアセトンアクリルアミドを水溶性
単量体であるメタクリルアミド４．４７ｇに変えたこと
以外は実施例１と同様に実施し樹脂を得た。得られた樹
脂の吸水倍率を表１に示す。Comparative Example 1 A resin was obtained in the same manner as in Example 1 except that diacetone acrylamide and sodium acrylate were not used and N-isopropylacrylamide was changed to 23.76 g. . The water absorption capacity of the obtained resin is shown in Table 1. Comparative Example 2 A resin was obtained in the same manner as in Example 2, except that diacetone acrylamide and sodium acrylate were not used and N, N-diethyl acrylamide was changed to 26.71 g. The water absorption capacity of the obtained resin is shown in Table 1. Comparative Example 3 A resin was obtained in the same manner as in Example 1 except that diacetone acrylamide was not used and N-isopropylacrylamide was changed to 23.76 g. The water absorption capacity of the obtained resin is shown in Table 1. Comparative Example 4 A resin was obtained in the same manner as in Example 1, except that 4.52 g of methyl acrylate, which is a hydrophobic monomer, was used instead of diacetone acrylamide. The water absorption capacity of the obtained resin is shown in Table 1. Comparative Example 5 The same operation as in Example 1 was performed except that the amount of diacetone acrylamide in Example 1 was changed to 6.73 g of n-butyl acrylate which was a hydrophobic monomer. The resin produced was non-uniform. The water absorption capacity of this resin was not measured because it was non-uniform. Comparative Example 6 A resin was obtained in the same manner as in Example 1 except that the amount of diacetone acrylamide used in Example 1 was changed to 4.47 g of methacrylamide which was a water-soluble monomer. The water absorption capacity of the obtained resin is shown in Table 1.
【００１２】実施例３ 実施例１においてアクリル酸ナトリウムをアクリル酸
１．０６ｇに、重合開始剤である過硫酸アンモニウム及
びＮ，Ｎ，Ｎ’，Ｎ’−テトラメチルエチレンジアミン
をそれぞれｔｅｒｔ−ブチルヒドロペルオキシド０．０
２７ｍｌ及びロンガリット（和光純薬）０．０３３ｇに
変えたこと以外は実施例１と同様に実施し樹脂を得た。
得られた樹脂の吸水倍率を表１に示す。Example 3 In Example 1, sodium acrylate was added to 1.06 g of acrylic acid, and ammonium persulfate and N, N, N ', N'-tetramethylethylenediamine as polymerization initiators were each added to tert-butyl hydroperoxide. .0
A resin was obtained in the same manner as in Example 1 except that the amount was changed to 27 ml and Rongalit (Wako Pure Chemical Industries) 0.033 g.
The water absorption capacity of the obtained resin is shown in Table 1.
【００１３】比較例７ 実施例３においてダイアセトンアクリルアミドを用い
ず、Ｎ−イソプロピルアクリルアミドを２３．７６ｇに
変えたこと以外は実施例１と同様に実施することにより
樹脂を得た。得られた樹脂の吸水倍率を表１に示す。 比較例８ 実施例３においてダイアセトンアクリルアミドを疎水性
単量体であるメチルアクリレート４．５２ｇに変えたこ
と以外は実施例３と同様に実施し樹脂を得た。得られた
樹脂の吸水倍率を表１に示す。Comparative Example 7 A resin was obtained in the same manner as in Example 1 except that diacetone acrylamide was not used and N-isopropylacrylamide was changed to 23.76 g. The water absorption capacity of the obtained resin is shown in Table 1. Comparative Example 8 A resin was obtained in the same manner as in Example 3, except that 4.52 g of methyl acrylate, which is a hydrophobic monomer, was used instead of diacetone acrylamide. The water absorption capacity of the obtained resin is shown in Table 1.
【００１４】[0014]
【表１】 表１から明らかなように、本発明の樹脂は他の樹脂と比
較して高い吸水性と感温性を保持していることがわか
る。[Table 1] As is clear from Table 1, it is understood that the resin of the present invention has higher water absorption and higher temperature sensitivity than other resins.
【００１５】実施例４〜８ 表２に記載の単量体量の組み合わせを使用した以外は、
実施例１と全く同様に実施することにより樹脂を得た。
得られた樹脂の吸水倍率を表３に示す。Examples 4-8, except that the combinations of monomer amounts listed in Table 2 were used.
A resin was obtained in the same manner as in Example 1.
The water absorption capacity of the obtained resin is shown in Table 3.
【００１６】[0016]
【表２】 [Table 2]
【表３】 [Table 3]
【００１７】実施例９〜１２ 表４に記載の単量体量の組み合わせを使用し、アクリル
酸を０．４７ｇに変えたこと以外は、実施例３と全く同
様に実施することにより樹脂を得た。得られた樹脂の吸
水倍率を表５に示す。Examples 9 to 12 Resins were obtained in the same manner as in Example 3 except that the combination of monomer amounts shown in Table 4 was used and acrylic acid was changed to 0.47 g. It was The water absorption capacity of the obtained resin is shown in Table 5.
【００１８】[0018]
【表４】 [Table 4]
【表５】 表３、表５から明らかなように、ダイアセトンアクリル
アミドの導入量を変化させることにより、高い吸水性を
維持したまま、感温点を変化させることができる。[Table 5] As is clear from Tables 3 and 5, by changing the amount of introduced diacetone acrylamide, the temperature-sensitive point can be changed while maintaining high water absorption.
【００１９】[0019]
【発明の効果】以上説明してきた通り、本発明の吸水性
樹脂は、高い吸排水性を維持し、またダイアセトンアク
リルアミドの導入量を調整することにより目的温度に応
じた感温点の設定が容易である。従って、土壌保水剤、
土壌給水剤などの植物、野菜等の農園芸用としての土壌
改良剤、防水用シーリング材や土のう、温度センサー、
ケミカルバルブなど広い範囲に応用できる。As described above, the water-absorbent resin of the present invention maintains a high water absorption / drainage property, and by adjusting the amount of diacetone acrylamide introduced, the temperature-sensitive point can be set according to the target temperature. It's easy. Therefore, soil water retention agent,
Plants such as soil water supply agents, soil improvers for agricultural and horticultural use of vegetables, waterproof sealing materials and sandbags, temperature sensors,
It can be applied to a wide range such as chemical valves.
Claims (1)
又はＮ，Ｎ−ジエチルアクリルアミド、アクリル酸及び
／又はアクリル酸のアルカリ金属塩及びダイアセトンア
クリルアミドとを架橋剤存在下、水溶液共重合してなる
感温性吸水樹脂。1. N-isopropylacrylamide and / or
Alternatively, a temperature-sensitive water-absorbent resin obtained by copolymerizing N, N-diethyl acrylamide, acrylic acid and / or an alkali metal salt of acrylic acid and diacetone acrylamide in the presence of a crosslinking agent in an aqueous solution.
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP06036387A JP3141059B2 (en) | 1994-02-10 | 1994-02-10 | Temperature-sensitive water-absorbing resin |
| DE69502354T DE69502354T2 (en) | 1994-02-10 | 1995-02-10 | TEMPERATURE-SENSITIVE WATER-ABSORBING / DESORBING POLYMER COMPOSITION |
| KR1019950704103A KR100351477B1 (en) | 1994-02-10 | 1995-02-10 | Thermosensitive polymer composition with water absorption and water resistance |
| EP95907867A EP0693508B1 (en) | 1994-02-10 | 1995-02-10 | Temperature-sensitive water-absorbing/desorbing polymer composition |
| ES95907867T ES2118563T3 (en) | 1994-02-10 | 1995-02-10 | MIXTURE OF POLYMERS THAT ABSORBS / ABSORBES TEMPERATURE SENSITIVE WATER. |
| AT95907867T ATE165847T1 (en) | 1994-02-10 | 1995-02-10 | TEMPERATURE SENSITIVE WATER ABSORBING/DESORBING POLYMER COMPOSITION |
| PCT/JP1995/000183 WO1995021876A1 (en) | 1994-02-10 | 1995-02-10 | Temperature-sensitive water-absorbing/desorbing polymer composition |
| US08/513,883 US5672656A (en) | 1994-02-10 | 1995-02-10 | Temperature sensitive water absorbing and discharging polymer composition |
| HK98106437A HK1007381A1 (en) | 1994-02-10 | 1998-06-24 | Temperature-sensitive water-absorbing/desorbing polymer composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP06036387A JP3141059B2 (en) | 1994-02-10 | 1994-02-10 | Temperature-sensitive water-absorbing resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH07224119A true JPH07224119A (en) | 1995-08-22 |
| JP3141059B2 JP3141059B2 (en) | 2001-03-05 |
Family
ID=12468449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP06036387A Expired - Fee Related JP3141059B2 (en) | 1994-02-10 | 1994-02-10 | Temperature-sensitive water-absorbing resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3141059B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10312325A1 (en) * | 2003-03-19 | 2004-09-30 | Consolid Technik Deutschland Gmbh | Means and method for sealing structures |
| US7927406B2 (en) | 2007-06-01 | 2011-04-19 | Denso Corporation | Water droplet generating system and method for generating water droplet |
| CN112401355A (en) * | 2020-10-22 | 2021-02-26 | 浙江大学医学院附属妇产科医院 | Temperature sensing and temperature regulation's barrier gown |
-
1994
- 1994-02-10 JP JP06036387A patent/JP3141059B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10312325A1 (en) * | 2003-03-19 | 2004-09-30 | Consolid Technik Deutschland Gmbh | Means and method for sealing structures |
| US7803227B2 (en) | 2003-03-19 | 2010-09-28 | Concolid Technik Deutschland GmbH | Means and method for sealing constructions |
| US7927406B2 (en) | 2007-06-01 | 2011-04-19 | Denso Corporation | Water droplet generating system and method for generating water droplet |
| CN112401355A (en) * | 2020-10-22 | 2021-02-26 | 浙江大学医学院附属妇产科医院 | Temperature sensing and temperature regulation's barrier gown |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3141059B2 (en) | 2001-03-05 |
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