JPS6256888B2 - - Google Patents
Info
- Publication number
- JPS6256888B2 JPS6256888B2 JP4102580A JP4102580A JPS6256888B2 JP S6256888 B2 JPS6256888 B2 JP S6256888B2 JP 4102580 A JP4102580 A JP 4102580A JP 4102580 A JP4102580 A JP 4102580A JP S6256888 B2 JPS6256888 B2 JP S6256888B2
- Authority
- JP
- Japan
- Prior art keywords
- water
- acrylic acid
- present
- mol
- monomer
- 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.)
- Expired
Links
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 16
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 15
- 239000000178 monomer Substances 0.000 claims description 12
- -1 acrylate) and/or Or Chemical compound 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 239000000047 product Substances 0.000 description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000003431 cross linking reagent Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000002250 absorbent Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- 239000004567 concrete Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003337 fertilizer Substances 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000004575 stone Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Substances OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Description
【発明の詳細な説明】
本発明はアクリル酸および／またはメタアクリ
ル酸とジビニル型単量体を共重合させてなる吸水
性樹脂の製造法に関する。
従来、吸水性樹脂として澱粉−アクリロニトリ
ルグラフトケン化物（特公告、昭和54年、14157
号）、澱粉−ポリアクリル酸グラフト共重合体
（特公告、昭和53年、46199号）などが開示されて
いるが製造方法が複雑であつたり、吸水性が十分
でない。また、アクリル酸と疎水性の単量体およ
び架橋剤を共重合させたもの（特公開、昭和53
年、141357号）、ポリアクリル酸を多価金属で架
橋したもの（特公開、昭和51年、112787号）、ア
クリル酸塩を石油系溶媒中で自己架橋重合させた
もの（特公開、昭和53年、55260号）、Ｎ−メチロ
ールアクリルアミドとアクリル酸を反応させてジ
ビニル化合物を合成させたのちアクリル酸を重合
したもの（特公開、昭和54年、113691号）などが
知られているがこれらのものは澱粉−グラフト系
よりも吸水性能が落ちたり、製品中に溶媒が残存
したりして好ましいものではない。
本発明者らは、澱粉−グラフト系よりも吸水性
能に優れかつ水媒中で容易に製造できる吸水性樹
脂を鋭意研究した結果、アクリル酸（アクリル酸
塩を含む）および／またはメタアクリル酸（メタ
アクリル酸塩を含む）と下式(1)および／または(2)
なる単量体を水溶液中で共重合させることにより
容易に得られることを見出し本発明を完成するに
至つた。
本発明において用いるジビニル型単量体として
は下式(1)の単量体が挙げられる。
本発明においては、前記(1)式で示されるジビニ
ル型単量体を架橋剤として用いることを特徴と
し、このことにより従来用いられていたメチロー
ルアクリルアミドとアクリル酸等を応用させた架
橋剤を用いる場合に比べてより高い吸水性を示
し、従来アクリルアミド系の架橋剤を用いた場合
にはアクリル酸との共重合性の悪さから未反応の
有害なアクリルアミド系単量体が生成物中に残存
したが、本発明の(1)式の単量体はアクリル酸との
共重合性に優れており、未反応の単量体はまつた
く確認されなかつた。
本発明を構成する主となる単量体は、アクリル
酸またはメタアクリル酸（それぞれの中和物を含
む）で、このアクリル酸またはメタアクリル酸
100モルに対する一般式(1)および(2)は0.001〜1.0
モル好ましくは、0.005〜0.5モルであり、アクリ
ル酸またはメタアクリル酸と共重合可能なビニル
化合物を加えることも本発明に含まれるが、アク
リル酸に対して50モル％以上加えると吸水性が落
ちるので、50モル％以下にすることが好ましい。
本発明の製造方法は、架橋剤として(1)式で示さ
れる化合物とアクリル酸またはメタアクリル酸
（それぞれの中和物を含む）を有機溶媒−水混合
溶媒、水溶媒、好ましくは水溶媒中で一般的な水
系の重合開始剤を用いて共重合され、好ましい開
始剤としては、モール塩−過酸化水素系、過硫酸
塩−亜硫酸塩系のレドツクス系ラジカル重合開始
剤を用いて０℃〜90℃、好ましくは15℃〜60℃で
行なわれる。
反応後の重合物を水酸化ナトリウム等のアルカ
リ金属水酸化物、炭酸ナトリウム等のアルカリ金
属の炭酸塩、アンモニア、トリメチルアミン等の
有機アミンで中和したのちドラムドライヤー等に
より乾燥することにより容易に得られる。
本発明により得られる吸水性樹脂の使用方法は
いかなる方法でもよく、例えば粉末のままでパル
プ、土壌、プラスチツクなどと混合する方法、水
中に分散させた状態でパルプ、布、紙、木、石、
コンクリートなどの基体に散布する方法、またパ
ルプ、布、紙、木、石、コンクリートなどの基体
を粉末の水分散液または水溶液中に浸漬させた後
基体を乾燥させるか、あるいは浸漬させて混練し
た後乾燥させる方法などがある。本発明によつて
得られる吸水性樹脂の用途は多岐にわたり、例え
ば紙おむつ、生理用品、ガーゼ、紙タオルなどに
使用すると優れた液体吸収能を有する製品が得ら
れ、また土壌と混和すると土壌の保水性を向上さ
せることができ、また内装建材に使用すると結露
防止効果を有する製品が得られ、また農薬、肥
料、香料などを本吸水性樹脂組成物に含浸させる
ことによりそれらの効果をより長時間持続させる
ことができる。
本発明の製造法により得られる吸水性樹脂は、
増量剤、顔料、紫外線吸水剤、酸化防止剤、防カ
ビ剤、殺菌剤、殺虫剤、除草剤、肥料、香料、消
臭剤などを含有もしくは混合してもよい。以下実
施例により、本発明を説明する。なお実施例中の
部数は重量部である。
比較例 １
アクリル酸72部（１モル）、14EG−Ａ（共栄社
油脂化学工業(株)製）、ポリエチレングライコール
（平均分子量600）ジアクリレート0.74部（0.001
モル）をｎ−ヘキサン720部に分散させ窒素気流
下で20分間撹拌したのち過酸化ベンゾイル0.5部
を加えて65℃で５時間重合反応を行なつた後、白
色の沈澱を水酸化ナトリウムで中和し、メタノー
ルで洗浄後、乾燥した。得られた白色の粉末を水
溶液中に分散させたところゲルを形成せず水に溶
解し高粘性の液体となつた。
比較例 ２
アクリル酸72部（１モル）、エチレルグライコ
ールジアクリレート0.17部（0.001モル）を水400
部に溶解させた後、ウエルナー型粉砕機に投入
し、20分間窒素気流下で撹拌しながら30℃に調整
し、亜硫酸水素ナトリウム50mg、過硫酸アンモン
200mgを加えて60℃以上に反応温度が上がらない
ように冷却を行ないながら５時間重合反応を行な
つた後、25℃に冷却し炭酸ナトリウム53ｇを加え
て中和を行ないさらにドラムドライヤーにて乾燥
し、32〜60メツシユに精粉を行なつた。
実施例 １
比較例２と同様で架橋剤としてエチレングライ
コールジアクリレートの代わりに本発明の単量体
であるKAYAMERPA−２、0.001モル（0.30部）
を用いて反応を行なつた。
実施例 ２
比較例１〜２、実施例１で得られた試料につい
て吸水率を求めた。
(1) イオン交換水における吸水率測定法
試料１ｇ（無水物換算量）を綿ブロード生地
（＃40）製の布袋（10cm×15cm）に入れ、イオ
ン交換水（２×106Ωcm）1000ml中にて20℃で
60分放置して吸水させ、ついで布袋を取出し、
遠心脱水器（φ20cm、500rpm）で60秒間処理
して遊離水を除去し、計量する。吸水率は元の
試料に対する重量比で表わす。
(2) １％NaCl溶液における吸水率の測定法
イオン水の代わりに１％NaCl溶液を用い
て、イオン水の場合と同様の方法で行なつた。
【表】DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing a water absorbent resin by copolymerizing acrylic acid and/or methacrylic acid with a divinyl type monomer. Conventionally, starch-acrylonitrile graft saponified products (Special Publication, 1978, 14157) have been used as water-absorbent resins.
No.), starch-polyacrylic acid graft copolymer (Special Publication, No. 46199, 1977), etc. have been disclosed, but the manufacturing method is complicated and the water absorption is not sufficient. In addition, a product made by copolymerizing acrylic acid with a hydrophobic monomer and a crosslinking agent (Unexamined Publication, 1973)
141357), polyacrylic acid cross-linked with polyvalent metals (Japanese Patent Publication, 1978, No. 112787), acrylic acid salts self-crosslinked in petroleum solvents (Japanese Publication, 1978, No. 112787), , No. 55260), and one in which N-methylol acrylamide and acrylic acid are reacted to synthesize a divinyl compound, and then acrylic acid is polymerized (Japanese Published Publication, No. 113691, 1972). The starch-graft type is not preferable because its water absorption performance is lower than that of the starch-graft type, and the solvent remains in the product. As a result of intensive research into water-absorbing resins that have superior water-absorbing performance than starch-graft systems and can be easily produced in an aqueous medium, the present inventors found that acrylic acid (including acrylates) and/or methacrylic acid ( (including methacrylate) and the following formula (1) and/or (2)
The present inventors have discovered that the monomers can be easily obtained by copolymerizing them in an aqueous solution, and have completed the present invention. Examples of the divinyl type monomer used in the present invention include monomers represented by the following formula (1). The present invention is characterized in that the divinyl type monomer represented by formula (1) above is used as a crosslinking agent, thereby using a crosslinking agent that is an application of conventionally used methylol acrylamide, acrylic acid, etc. When conventional acrylamide-based crosslinking agents were used, unreacted harmful acrylamide monomers remained in the product due to poor copolymerizability with acrylic acid. However, the monomer of formula (1) of the present invention has excellent copolymerizability with acrylic acid, and no unreacted monomer was observed. The main monomer constituting the present invention is acrylic acid or methacrylic acid (including neutralized products of each).
General formulas (1) and (2) for 100 moles are 0.001 to 1.0
The molar amount is preferably 0.005 to 0.5 molar, and the addition of a vinyl compound that can be copolymerized with acrylic acid or methacrylic acid is also included in the present invention, but if it is added in an amount of 50 mol% or more based on acrylic acid, the water absorbency decreases. Therefore, the content is preferably 50 mol% or less. In the production method of the present invention, a compound represented by formula (1) and acrylic acid or methacrylic acid (including neutralized products of each) are mixed as a crosslinking agent in an organic solvent-water mixed solvent, an aqueous solvent, preferably an aqueous solvent. Copolymerization is carried out using a common water-based polymerization initiator, and preferred initiators include Mohr's salt-hydrogen peroxide-based and persulfate-sulfite-based redox radical polymerization initiators. It is carried out at 90°C, preferably from 15°C to 60°C. After the reaction, the polymer can be easily obtained by neutralizing it with an alkali metal hydroxide such as sodium hydroxide, an alkali metal carbonate such as sodium carbonate, ammonia, or an organic amine such as trimethylamine, and then drying it with a drum dryer or the like. It will be done. The water-absorbing resin obtained by the present invention may be used in any manner, such as by mixing it as a powder with pulp, soil, plastics, etc., or by dispersing it in water and mixing it with pulp, cloth, paper, wood, stone, etc.
A method of spraying on a substrate such as concrete, or a method in which a substrate such as pulp, cloth, paper, wood, stone, concrete, etc. is immersed in an aqueous dispersion or solution of the powder, and then the substrate is dried, or the substrate is immersed and kneaded. There are methods for post-drying. The water-absorbent resin obtained by the present invention has a wide variety of uses.For example, when used in disposable diapers, sanitary products, gauze, paper towels, etc., products with excellent liquid absorption ability can be obtained, and when mixed with soil, it can retain water in the soil. In addition, when used in interior building materials, a product with dew condensation prevention effect can be obtained, and by impregnating pesticides, fertilizers, fragrances, etc. into this water-absorbing resin composition, these effects can be maintained for a longer period of time. It can be sustained. The water absorbent resin obtained by the production method of the present invention is
It may contain or be mixed with extenders, pigments, ultraviolet water absorbers, antioxidants, fungicides, fungicides, insecticides, herbicides, fertilizers, fragrances, deodorants, and the like. The present invention will be explained below with reference to Examples. Note that the numbers in the examples are parts by weight. Comparative Example 1 72 parts (1 mol) of acrylic acid, 14EG-A (manufactured by Kyoeisha Yushi Kagaku Kogyo Co., Ltd.), polyethylene glycol (average molecular weight 600), 0.74 part (0.001 part) of diacrylate
mol) in 720 parts of n-hexane and stirred for 20 minutes under a nitrogen stream. After adding 0.5 parts of benzoyl peroxide and carrying out a polymerization reaction at 65°C for 5 hours, the white precipitate was dissolved in sodium hydroxide. The mixture was washed with methanol and dried. When the obtained white powder was dispersed in an aqueous solution, it did not form a gel and dissolved in water to become a highly viscous liquid. Comparative Example 2 72 parts (1 mol) of acrylic acid, 0.17 parts (0.001 mol) of ethyl glycol diacrylate in 400 parts of water
After dissolving the mixture in 50% of sodium bisulfite, the mixture was poured into a Werner type mill, and the temperature was adjusted to 30°C while stirring under a nitrogen stream for 20 minutes.
After adding 200mg and carrying out the polymerization reaction for 5 hours while cooling to prevent the reaction temperature from rising above 60℃, it was cooled to 25℃, neutralized by adding 53g of sodium carbonate, and further dried with a drum dryer. Then, 32 to 60 meshes were milled. Example 1 Same as Comparative Example 2, but 0.001 mol (0.30 parts) of KAYAMERPA-2, the monomer of the present invention, was used instead of ethylene glycol diacrylate as a crosslinking agent.
The reaction was carried out using Example 2 The water absorption rates of the samples obtained in Comparative Examples 1 and 2 and Example 1 were determined. (1) Method for measuring water absorption in ion-exchanged water Place 1g of sample (anhydrous equivalent) in a cloth bag (10cm x 15cm) made of cotton broadcloth (#40), and add it to 1000ml of ion-exchanged water (2 x 10 6 Ωcm). at 20℃
Leave it for 60 minutes to absorb water, then remove the cloth bag,
Treat with a centrifugal dehydrator (φ20cm, 500rpm) for 60 seconds to remove free water, and weigh. Water absorption is expressed as a weight ratio to the original sample. (2) Method for measuring water absorption in 1% NaCl solution A 1% NaCl solution was used instead of ionized water, and the same method as in the case of ionized water was used. 【table】
Claims (1)
またはメタアクリル酸（メタアクリル酸塩を含
む）100モルに対して下式（）の単量体を0.001
〜1.0モル共重合することを特徴とする吸水性樹
脂の製造法。 [Claims] 1. Acrylic acid (including acrylate) and/or
Or, add 0.001 monomer of the following formula () to 100 moles of methacrylic acid (including methacrylate).
A method for producing a water-absorbing resin characterized by copolymerizing ~1.0 mol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4102580A JPS56136808A (en) | 1980-03-29 | 1980-03-29 | Water absorbing resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4102580A JPS56136808A (en) | 1980-03-29 | 1980-03-29 | Water absorbing resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56136808A JPS56136808A (en) | 1981-10-26 |
| JPS6256888B2 true JPS6256888B2 (en) | 1987-11-27 |
Family
ID=12596845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4102580A Granted JPS56136808A (en) | 1980-03-29 | 1980-03-29 | Water absorbing resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56136808A (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI353360B (en) | 2005-04-07 | 2011-12-01 | Nippon Catalytic Chem Ind | Production process of polyacrylic acid (salt) wate |
| TWI394789B (en) | 2005-12-22 | 2013-05-01 | Nippon Catalytic Chem Ind | Water-absorbent resin composition, method of manufacturing the same, and absorbent article |
| EP1837348B9 (en) | 2006-03-24 | 2020-01-08 | Nippon Shokubai Co.,Ltd. | Water-absorbing resin and method for manufacturing the same |
| JP5042674B2 (en) * | 2006-03-29 | 2012-10-03 | 株式会社日本触媒 | Method for producing polyacrylic acid (salt) water-absorbing resin |
| DE602007003397D1 (en) | 2006-03-29 | 2010-01-07 | Nippon Catalytic Chem Ind | Process for the preparation of water-absorbent polyacrylic acid (salt) resin |
| JP5801203B2 (en) | 2009-09-29 | 2015-10-28 | 株式会社日本触媒 | Particulate water absorbing agent and method for producing the same |
-
1980
- 1980-03-29 JP JP4102580A patent/JPS56136808A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56136808A (en) | 1981-10-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4735987A (en) | Method for manufacture of high-expansion type absorbent polymer | |
| US5281683A (en) | Process for producing water-absorbent resin | |
| US4758617A (en) | Process for preparing water-absorbing resin | |
| JP2877255B2 (en) | Manufacturing method of water absorbent resin with excellent durability | |
| EP0242478A2 (en) | Water absorbent acrylic copolymers | |
| GB2081725A (en) | A Process for the Production of a Hydrogel | |
| JP2000026510A (en) | Production of resin and water-absorbing resin | |
| Raju et al. | Synthesis and swelling properties of superabsorbent copolymers | |
| CA2084040A1 (en) | Hydrophilic, swellable graft polymers | |
| JPS5819333B2 (en) | KIYUUSISEINOFUYOHOHOHO | |
| JPS6256888B2 (en) | ||
| JP4550256B2 (en) | Manufacturing method of water absorbent resin | |
| JP3603970B2 (en) | Method for producing powdery water-absorbent resin composition | |
| JPH04120176A (en) | Water absorbing agent and production thereof | |
| JP2002105125A (en) | Method for producing water-absorbing resin | |
| US5508381A (en) | Process for preparing highly water absorbent resin | |
| JPH0555523B2 (en) | ||
| JPH08120009A (en) | Production of water-absorbing resin | |
| JPH0248292B2 (en) | ||
| JP2008531807A (en) | Water-absorbing crosslinked polymer | |
| JPH0420007B2 (en) | ||
| JPH0192226A (en) | Water-absorbing polymer | |
| JPH05320270A (en) | Production of water-absorptive polymer | |
| JP6325225B2 (en) | New cross-linked polymer | |
| JP2001200006A (en) | Preparation method of water absorbing resin |