JPS6336343B2 - - Google Patents
Info
- Publication number
- JPS6336343B2 JPS6336343B2 JP6761181A JP6761181A JPS6336343B2 JP S6336343 B2 JPS6336343 B2 JP S6336343B2 JP 6761181 A JP6761181 A JP 6761181A JP 6761181 A JP6761181 A JP 6761181A JP S6336343 B2 JPS6336343 B2 JP S6336343B2
- Authority
- JP
- Japan
- Prior art keywords
- sulfonyl group
- fluorocarbon polymer
- solution
- polymer
- sulfonyl
- 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
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 29
- 229920002313 fluoropolymer Polymers 0.000 claims description 28
- 239000000178 monomer Substances 0.000 claims description 14
- 229920000642 polymer Polymers 0.000 claims description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 3
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims description 2
- 229940124530 sulfonamide Drugs 0.000 claims description 2
- 150000003456 sulfonamides Chemical class 0.000 claims description 2
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 claims 1
- 150000003461 sulfonyl halides Chemical class 0.000 claims 1
- 239000012528 membrane Substances 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- -1 and therefore Substances 0.000 description 4
- 238000005341 cation exchange Methods 0.000 description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- PYVHTIWHNXTVPF-UHFFFAOYSA-N F.F.F.F.C=C Chemical compound F.F.F.F.C=C PYVHTIWHNXTVPF-UHFFFAOYSA-N 0.000 description 2
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000005868 electrolysis reaction Methods 0.000 description 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- MIZLGWKEZAPEFJ-UHFFFAOYSA-N 1,1,2-trifluoroethene Chemical compound FC=C(F)F MIZLGWKEZAPEFJ-UHFFFAOYSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- SELFXCFVPOJKBE-UHFFFAOYSA-N 2-(1-ethenoxypropan-2-yloxy)ethanesulfonic acid Chemical compound C=COCC(C)OCCS(O)(=O)=O SELFXCFVPOJKBE-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- UFINAXPUHDXMRL-UHFFFAOYSA-N C=CCl.F.F.F Chemical compound C=CCl.F.F.F UFINAXPUHDXMRL-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical compound FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Description
本発明は、フルオロカーボン重合体の溶液に関
し、更に詳しく言えば、スルホニル基含有フルオ
ロカーボン重合体が、１，３―ジメチル―２―イ
ミダゾリジノン（以下DMIと記す）に、溶解さ
れてなる新規な溶液に関するものである。
一般にフルオロカーボン重合体は、溶剤に対す
る耐性が、すぐれている事から、従来よりこれら
を含む溶液はほとんど知られていない。例えば、
ポリテトラフルオロエチレン、テトラフルオロエ
チレン／ヘキサフルオロプロピレン共重合体及び
テトラフルオロエチレン／パーフルオロ（アルキ
ルビニルエーテル）共重合体のような重合体は、
ほとんどの溶剤に対して不溶性である。
一方、スルホニル基を含むフルオロカーボン重
合体の溶液については、オランダ特許第152280号
及び特公昭48−13333号公報に見られるが、これ
らの中に見られるフルオロカーボン重合体はスル
ホニル基含有単量体単位を高い濃度（14モル％以
上）で含む重合体だけに限られており、一般に食
塩を電気分解して水酸化ナトリウムと塩素を製造
するプロセスに用いられているようなスルホニル
基含有単量体を低い濃度（14モル％を超えない濃
度）でしか含まない重合体についての溶液は知ら
れていない。
一方前記のようなフルオロカーボン重合体の溶
液が得られるならば、例えば、以下のような用途
があり、その利用価値は大きい。
テトラフルオロエチレンのようなフツ素化オレ
フインとスルホン酸型側鎖を含むフツ素化モノマ
ーとの共重合体は、耐酸化性、耐塩素性、耐アル
カリ性、耐熱性のすぐれた陽イオン交換膜とし
て、前述のように水酸化アルカリと塩素を製造す
る際の電解用隔膜として有用である事は、周知の
とおりである。そこで、このようなフルオロカー
ボン重合体の溶液が得られるならば、フイルム化
の手段、操作が極めて容易になり、複雑な形状や
極めて薄い隔膜も製造可能となると共に、含浸に
よる隔膜の製造も可能となり、更に隔膜における
ピンホールや亀裂の補修や、任意な物体表面のフ
ルオロカーボン重合体による被覆も可能になる。
更に、又、該溶液をフルオロカーボン重合体同士
を接着して複雑な形状をもつた膜をつくる際の接
着剤としても用い得る。このように、該溶液のも
たらす利点は大きい。
本発明者らは、スルホニル基含有フルオロカー
ボン重合体を容易に溶解する溶剤を探索し、種々
検討した結果、DMIがスルホニル基の含有量の
少ないフルオロカーボン重合体でもきわめて容易
に溶解するというすぐれた能力を持つ事を見出し
本発明に至つたものである。
DMIと同じ、非プロトン性極性溶媒である所
のジメチルホルムアミド、メチルアセトアミド等
の酸アミドあるいはジメチルスルホキシドは同条
件で本発明に用いられるスルホニル基の含有量の
少ないフルオロカーボン重合体を膨潤するが、溶
解するまでには至らないという事実からDMIの
効果は明らかである。
すなわち本発明は、スルホニル基含有フルオロ
カーボン重合体をDMIに溶解してなる事を特徴
とするスルホニル基含有フルオロカーボン重合体
の溶液を提供するものである。
本発明で溶液とされるスルホニル基含有フルオ
ロカーボン重合体は、フツ素化されたエチレン系
単量体(i)とスルホニル基を含むフツ素化されたビ
ニル単量体(ii)との共重合体あるいはこれらの誘導
体である。
フツ素化されたエチレン系単量体(i)としては、
四フツ化エチレン、三フツ化塩化エチレン、六フ
ツ化プロピレン、三フツ化エチレン、フツ化ビニ
リデン等が例示でき、特に四フツ化エチレンが好
ましい。
スルホニル基を含むフツ素化されたビニル単量
体(ii)は、通常スルホニル基を―SO2Fの形で含み、
例えば、次のものが挙げられる。
これらビニル単量体を単量体(i)と共重合した後
に加水分解、イオン交換、アミド化、ハロゲン化
などの操作により−SO2F基をスルホニル基―
SO3H型、スルホンアミド―SO2NR2（ＲはＨ、ア
ルキルあるいはアリール基）型、各種、有機又は
無機スルホネート型あるいはスルホニルハライド
―SO2X（Ｘはハロゲ原子）型に変換する事がで
き、このようにして得られる重合体も本発明で溶
液とされるスルホニル基含有フルオロカーボン重
合体として用いる事ができる。
上記スルホンアミド―SO2NR2形態の基として
は、例えば―SO2NH2、―SO2N（CH3）2が挙げら
れる。又無機スルホネート型の例としては、アン
モニウムイオンのスルホネート及びNa、Ｋ、
Cs、Ca、Cr、Ba及びZnのようなアルカリ金属及
びアルカリ土類金属のスルホネート等が挙げられ
る。
更に又有機スルホネートの例としてはＮ＋Ｈ
（CH3）3、N+Ｎ＋H33（C2H5）、
The present invention relates to a solution of a fluorocarbon polymer, and more specifically, a novel solution in which a sulfonyl group-containing fluorocarbon polymer is dissolved in 1,3-dimethyl-2-imidazolidinone (hereinafter referred to as DMI). It is related to. In general, fluorocarbon polymers have excellent resistance to solvents, and therefore, solutions containing them are hardly known. for example,
Polymers such as polytetrafluoroethylene, tetrafluoroethylene/hexafluoropropylene copolymers and tetrafluoroethylene/perfluoro(alkyl vinyl ether) copolymers are
Insoluble in most solvents. On the other hand, solutions of fluorocarbon polymers containing sulfonyl groups can be found in Dutch Patent No. 152280 and Japanese Patent Publication No. 13333/1983, but the fluorocarbon polymers found in these documents contain monomer units containing sulfonyl groups. It is limited to only polymers containing high concentrations (14 mol% or more) of sulfonyl group-containing monomers, such as those used in the process of electrolyzing common salt to produce sodium hydroxide and chlorine. No solutions are known for polymers containing only concentrations (concentrations not exceeding 14 mol %). On the other hand, if a fluorocarbon polymer solution as described above can be obtained, it can be used, for example, as follows, and its utility value is great. Copolymers of fluorinated olefins such as tetrafluoroethylene and fluorinated monomers containing sulfonic acid type side chains can be used as cation exchange membranes with excellent oxidation resistance, chlorine resistance, alkali resistance, and heat resistance. As mentioned above, it is well known that it is useful as a diaphragm for electrolysis when producing alkali hydroxide and chlorine. Therefore, if a solution of such a fluorocarbon polymer could be obtained, the means and operations for forming a film would be extremely easy, and it would be possible to manufacture membranes with complex shapes and extremely thin thickness, and it would also be possible to manufacture membranes by impregnation. Furthermore, it becomes possible to repair pinholes and cracks in diaphragms, and to coat surfaces of arbitrary objects with fluorocarbon polymers.
Furthermore, the solution can also be used as an adhesive when bonding fluorocarbon polymers together to form a membrane with a complicated shape. Thus, the advantages offered by the solution are significant. The present inventors searched for a solvent that easily dissolves sulfonyl group-containing fluorocarbon polymers, and as a result of various studies, the inventors discovered that DMI has an excellent ability to dissolve even fluorocarbon polymers with a low content of sulfonyl groups very easily. This is what led to the present invention. Acid amides such as dimethylformamide, methylacetamide, or dimethyl sulfoxide, which are aprotic polar solvents like DMI, swell the fluorocarbon polymer with a low content of sulfonyl groups used in the present invention under the same conditions, but dissolve it. The effectiveness of DMI is clear from the fact that it has not reached the point where it does. That is, the present invention provides a solution of a sulfonyl group-containing fluorocarbon polymer, which is obtained by dissolving the sulfonyl group-containing fluorocarbon polymer in DMI. The sulfonyl group-containing fluorocarbon polymer used as a solution in the present invention is a copolymer of a fluorinated ethylene monomer (i) and a fluorinated vinyl monomer (ii) containing a sulfonyl group. Or these derivatives. As the fluorinated ethylene monomer (i),
Examples include ethylene tetrafluoride, chloroethylene trifluoride, propylene hexafluoride, ethylene trifluoride, and vinylidene fluoride, with ethylene tetrafluoride being particularly preferred. The fluorinated vinyl monomer (ii) containing a sulfonyl group usually contains the sulfonyl group in the form -SO 2 F,
Examples include: After copolymerizing these vinyl monomers with monomer (i), the -SO 2 F group is converted into a sulfonyl group by operations such as hydrolysis, ion exchange, amidation, and halogenation.
It can be converted into SO 3 H type, sulfonamide-SO 2 NR 2 (R is H, alkyl or aryl group) type, various organic or inorganic sulfonate types, or sulfonyl halide-SO 2 X (X is a halogen atom) type. The polymer thus obtained can also be used as the sulfonyl group-containing fluorocarbon polymer to be made into a solution in the present invention. Examples of the sulfonamide -SO 2 NR 2 type group include -SO 2 NH 2 and -SO 2 N(CH 3 ) 2 . Examples of inorganic sulfonate types include ammonium ion sulfonate and Na, K,
Sulfonates of alkali metals and alkaline earth metals such as Cs, Ca, Cr, Ba and Zn may be mentioned. Furthermore, examples of organic sulfonates include N+H
(CH 3 ) 3 , N + N + H 33 (C 2 H 5 ),
【式】Ｎ＋（C4H9）4、Ｎ＋
H3CH2CH2OH等の４級アンモニウムのスルホネ
ート等が挙げられる。
以上のようにして得られるスルホニル基含有フ
ルオロカーボン重合体は、スルホニル基を含むフ
ツ素化されたビニル単量体単位を１〜14モル％を
超えない範囲で含むものを使用することができ
る。スルホニル基を含む単量体単位が１モル％以
下の場合には、該重合体のDMIに対する溶解度
が低下してしまい実用的な濃度の溶液を得る事が
できない。
本発明のフルオロカーボン重合体溶液は前記し
た種々の用途に応じて、種々の濃度で用いればよ
い。スルホニル基含有のフルオロカーボン重合体
のDMIへの溶解は、該重合体の一定量をDMIの
一定量に添加し、必要に応じ加熱撹拌する事によ
つて行われる。溶解に際しての温度は、100℃以
上、DMIの沸点以下で行う事が該重合体の溶解
性の点から好ましい。又、DMIに任意の量のリ
ン酸ヘキサメチルトリアミドを混ぜた混合溶媒も
本発明の溶媒として用いる事ができる。
又、該重合体の形状は、塊状物、フイルム、繊
維状、ロツド状、ペレツト状等いかなるものでも
よいが、溶解の容易さから粒状あるいは粉末状で
ある事が好ましい。
以上のようにして得られるスルホニル基含有フ
ルオロカーボン重合体のDMI溶液は種々の用途
に利用できるが、該溶液中のフルオロカーボン重
合体に含まれるスルホニル基含有単量体単位が少
ない場合も溶液となり得る事から、特にハロゲン
化アルカリ電解用の陽イオン交換膜に関してその
利用価値が大きい。つまり該溶液からのキヤスト
による陽イオン交換膜の薄膜あるいは複雑な形状
をもつフイルムの作製、陽イオン交換膜上に発生
したピンホールや亀裂の補修あるいは又、該溶液
を膜同士を接着する接着剤として用いると膜を筒
状、袋状あるいは、更に複雑な形状に成型でき
る。更に又、電極表面のフルオロカーボン重合体
によるコーテイングも容易にできる。
以下に、本発明を実施例、参考例及び比較例に
より詳細に説明する。
実施例 １
1100の当量重量を有するテトラフルオロエチレ
ン／パーフルオロ（３，６―ジオキサ―４―メチ
ル―７オクテンスルホン酸）共重合体粉末（スル
ホン酸モノマー13モル％）〔Du Pont社製
Nafion511〕5gをDMI95gに加え200℃に加温し、
30分間撹拌を加え、樹脂を完全に溶解し５重量％
の溶液を得た。
比較例 １
DMIのかわりにメチルアセトアミドを用いた
他は、実施例１と同様に行つた。３時間撹拌して
もポリマー粒子は膨潤して溶媒中に存在している
だけであり、溶解はしていなかつた。
実施例 ２
実施例１で用いたDu Pont社製Nafion511 10g
をDMI90gに加え、200℃に加温し30分間撹拌を
加え、樹脂を完全に溶解し、10重量％の溶液を得
た。[Formula] Examples include quaternary ammonium sulfonates such as N+(C 4 H 9 ) 4 and N+ H 3 CH 2 CH 2 OH. The sulfonyl group-containing fluorocarbon polymer obtained as described above may contain 1 to 14 mol% of fluorinated vinyl monomer units containing sulfonyl groups. If the monomer unit containing a sulfonyl group is 1 mol % or less, the solubility of the polymer in DMI decreases, making it impossible to obtain a solution with a practical concentration. The fluorocarbon polymer solution of the present invention may be used at various concentrations depending on the various uses described above. The sulfonyl group-containing fluorocarbon polymer is dissolved in DMI by adding a certain amount of the polymer to a certain amount of DMI, and heating and stirring as necessary. The temperature during dissolution is preferably 100°C or higher and lower than the boiling point of DMI from the viewpoint of solubility of the polymer. Further, a mixed solvent obtained by mixing DMI with an arbitrary amount of hexamethyltriamide phosphate can also be used as a solvent in the present invention. The shape of the polymer may be any shape such as lumps, films, fibers, rods, pellets, etc., but granules or powders are preferred for ease of dissolution. The DMI solution of the sulfonyl group-containing fluorocarbon polymer obtained as described above can be used for various purposes, but it can also be used as a solution when there are few sulfonyl group-containing monomer units contained in the fluorocarbon polymer in the solution. Therefore, it has great utility value, especially for cation exchange membranes for halogenated alkali electrolysis. In other words, the production of a thin cation exchange membrane or a film with a complicated shape by casting from the solution, the repair of pinholes or cracks that occur on the cation exchange membrane, or the use of the solution as an adhesive to bond membranes together. When used as a membrane, the membrane can be formed into a cylinder, bag, or even more complex shape. Furthermore, the surface of the electrode can be easily coated with a fluorocarbon polymer. The present invention will be explained in detail below using Examples, Reference Examples, and Comparative Examples. Example 1 Tetrafluoroethylene/perfluoro(3,6-dioxa-4-methyl-7octensulfonic acid) copolymer powder having an equivalent weight of 1100 (sulfonic acid monomer 13 mol%) [manufactured by Du Pont]
Add 5g of Nafion511 to 95g of DMI and heat to 200℃.
Stir for 30 minutes to completely dissolve the resin and reduce to 5% by weight.
A solution of was obtained. Comparative Example 1 The same procedure as Example 1 was carried out except that methylacetamide was used instead of DMI. Even after stirring for 3 hours, the polymer particles merely swelled and existed in the solvent, but were not dissolved. Example 2 Nafion511 manufactured by Du Pont used in Example 1 10g
was added to 90 g of DMI, heated to 200°C, and stirred for 30 minutes to completely dissolve the resin and obtain a 10% by weight solution.
Claims (1)
１，３―ジメチル―２―イミダゾリジノン溶液。 ２ スルホニル基含有フルオロカーボン重合体が
スルホニル基を含むフツ素化されたビニル単量体
単位を１モル％以上含む重合体である特許請求の
範囲第１項に記載の溶液。 ３ スルホニル基が、スルホン酸型の形態でフル
オロカーボン重合体中に含まれる特許請求の範囲
第１または２項に記載の溶液。 ４ スルホニル基が、スルホン酸塩型の形態でフ
ルオロカーボン重合体中に含まれる特許請求の範
囲第１または２項に記載の溶液。 ５ スルホニル基が、スルホンアミド型の形態で
フルオロカーボン重合体中に含まれる特許請求の
範囲第１または２項に記載の溶液。 ６ スルホニル基がスルホニルハライド型の形態
でフルオロカーボン重合体中に含まれる特許請求
の範囲第１または２項に記載の溶液。[Claims] 1. A solution of a sulfonyl group-containing fluorocarbon polymer in 1,3-dimethyl-2-imidazolidinone. 2. The solution according to claim 1, wherein the sulfonyl group-containing fluorocarbon polymer is a polymer containing 1 mol% or more of fluorinated vinyl monomer units containing sulfonyl groups. 3. The solution according to claim 1 or 2, wherein the sulfonyl group is contained in the fluorocarbon polymer in the form of sulfonic acid type. 4. The solution according to claim 1 or 2, wherein the sulfonyl group is contained in the fluorocarbon polymer in the form of a sulfonate type. 5. The solution according to claim 1 or 2, wherein the sulfonyl group is contained in the fluorocarbon polymer in the form of sulfonamide type. 6. The solution according to claim 1 or 2, wherein the sulfonyl group is contained in the fluorocarbon polymer in the form of sulfonyl halide type.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6761181A JPS57182346A (en) | 1981-05-07 | 1981-05-07 | Fluorocarbon polymer solution |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6761181A JPS57182346A (en) | 1981-05-07 | 1981-05-07 | Fluorocarbon polymer solution |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57182346A JPS57182346A (en) | 1982-11-10 |
| JPS6336343B2 true JPS6336343B2 (en) | 1988-07-20 |
Family
ID=13349910
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6761181A Granted JPS57182346A (en) | 1981-05-07 | 1981-05-07 | Fluorocarbon polymer solution |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57182346A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5290846A (en) * | 1992-08-28 | 1994-03-01 | E. I. Du Pont De Nemours And Company | Solvents for fluorinated polymers |
| JP5125196B2 (en) * | 2007-04-17 | 2013-01-23 | ダイキン工業株式会社 | Fluoropolymer liquid composition |
| CN103459526B (en) | 2011-01-21 | 2016-08-17 | 索尔维特殊聚合物意大利有限公司 | The fluid composition of the anion exchange polymer of fluorination |
-
1981
- 1981-05-07 JP JP6761181A patent/JPS57182346A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57182346A (en) | 1982-11-10 |
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