JPH01143844A - Novel fluorine-containing compound and production thereof - Google Patents
Novel fluorine-containing compound and production thereofInfo
- Publication number
- JPH01143844A JPH01143844A JP30143687A JP30143687A JPH01143844A JP H01143844 A JPH01143844 A JP H01143844A JP 30143687 A JP30143687 A JP 30143687A JP 30143687 A JP30143687 A JP 30143687A JP H01143844 A JPH01143844 A JP H01143844A
- Authority
- JP
- Japan
- Prior art keywords
- fluorine
- containing compound
- knee
- formula
- compound expressed
- 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
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 150000001875 compounds Chemical class 0.000 title claims abstract description 18
- 229910052731 fluorine Inorganic materials 0.000 title claims abstract description 18
- 239000011737 fluorine Substances 0.000 title claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 8
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims 3
- 230000002140 halogenating effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 11
- 238000004132 cross linking Methods 0.000 abstract description 7
- 239000011701 zinc Substances 0.000 abstract description 7
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract description 6
- 229920000642 polymer Polymers 0.000 abstract description 6
- 229910052725 zinc Inorganic materials 0.000 abstract description 6
- 230000009257 reactivity Effects 0.000 abstract description 5
- 125000000524 functional group Chemical group 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 210000003127 knee Anatomy 0.000 description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- PGFXOWRDDHCDTE-UHFFFAOYSA-N hexafluoropropylene oxide Chemical compound FC(F)(F)C1(F)OC1(F)F PGFXOWRDDHCDTE-UHFFFAOYSA-N 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 238000005979 thermal decomposition reaction Methods 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- QZRGKCOWNLSUDK-UHFFFAOYSA-N Iodochlorine Chemical compound ICl QZRGKCOWNLSUDK-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 2
- 150000001734 carboxylic acid salts Chemical class 0.000 description 2
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- -1 etc. Chemical compound 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- JHUUPUMBZGWODW-UHFFFAOYSA-N 3,6-dihydro-1,2-dioxine Chemical compound C1OOCC=C1 JHUUPUMBZGWODW-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000000382 dechlorinating effect Effects 0.000 description 1
- 238000006298 dechlorination reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000005695 dehalogenation reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野〕
本発明は、新規含フツ素化合物及びその製造方法に関す
るものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a novel fluorine-containing compound and a method for producing the same.
［従来の技術］
（ｎ−１〜３）は、文献未載の新規化合物であり、反応
性の異なる二種類の二重結合を有する。このような例は
、 Ｃ；ｈ−ＣＦＯＣＦ２ＣＦ−Ｃｈ （特公昭６Ｏ−
４５１１１１９）なるものが知られていた。また１反応
性が同じ程度である二重結合を二個以上有する化合物は
、例えばＣＦ２−０Ｆ（ＣＦ２）ｎｃＦｓｃＦ２ 。[Prior Art] (n-1 to n-3) are novel compounds that have not been published in any literature, and have two types of double bonds with different reactivities. Such an example is C;h-CFOCF2CF-Ch (Special Publication Showa 6O-
4511119) was known. A compound having two or more double bonds with the same reactivity is, for example, CF2-0F(CF2)ncFscF2.
ＣＦ２−ＣＦ（ＯＣＦ２０Ｆ２）ｎＯｃＦ−ＣＦ２ な
ども知られていた。しかし、含フツ素ポリマー中に二重
結合からなる架橋部位を導入するという点では、゛前者
は環化重合してしまい残存二重結合は少なく、後者は高
濃度では重合中にゲル化してしまうという欠点があった
。CF2-CF (OCF20F2) nOcF-CF2 and the like were also known. However, in terms of introducing crosslinking sites consisting of double bonds into fluorine-containing polymers, the former undergoes cyclopolymerization with few remaining double bonds, while the latter gels during polymerization at high concentrations. There was a drawback.
［発明の解決しようとする問題点］
本発明の目的は、従来技術が有していた前述の欠点を解
決するための含フツ素化合物を新規に提供するものであ
る。[Problems to be Solved by the Invention] An object of the present invention is to provide a new fluorine-containing compound for solving the above-mentioned drawbacks of the prior art.
［問題点を解決するための手段］
すなわち、本発明は、第一に、一般式
％式％）
で表わされる新規含フツ素化合物を提供するものであり
、第二に、一般式
ＣＦ２−ＣＦ Ｃ０Ｃｈ ＣＦ） ｎ ＯＣｈ ＣＦ２
ＣＦＸＧＦｚ Ｙ （式中、Ｘ及ＣＦ３
びＹは同−又は相異なり、 ＣＩ、Ｂｒ、Ｉから選ばれ
る。ｎＪ〜３）で表わされる含フツ素化合物と脱ハロゲ
ン化剤とを反応させて脱ハロゲンし、−で表わされる新
規含フツ素化合物を得ることを特徴とする製造方法を新
規に提供するものである。[Means for Solving the Problems] That is, the present invention provides, firstly, a novel fluorine-containing compound represented by the general formula %, and secondly, a novel fluorine-containing compound represented by the general formula CF2-CF. C0Ch CF) n OCh CF2
Dehalogenation is achieved by reacting a fluorine-containing compound represented by CFXGFz Y (wherein X, CF3 and Y are the same or different and selected from CI, Br, I, nJ~3) with a dehalogenating agent. The present invention provides a novel manufacturing method characterized by obtaining a novel fluorine-containing compound represented by -.
本発明の新規含フツ素化合物は、例えば次のように合成
することが出来る。The novel fluorine-containing compound of the present invention can be synthesized, for example, as follows.
ＩＣ１÷ＣＦｚ−ＣＦＣＩ −一→ＣＦ２ ＣＩＣＦ
ＣＩ Ｉ（ａ）
即ち、塩化ヨウ素とトリフルオロクロロエチレンを低温
下反応させた後、ラジカル開始剤の存在下にテトラフル
オロエチレンを反応させ、発煙硫＃ （Ｈ２ＳＯ４・５
０３）等で酸化する。さらにフッ化セシウム等存在下ヘ
キサフルオロプロピレンオキシド（ＨＦＰＯ）を低温下
反応させ、熱分解によりビニルエーテルを生成せしめ、
Ｚｎ等の脱ハロゲン化剤を用いて脱塩素反応することに
よって含フツ素モノマー（ｆ）を得ることが出来る。IC1÷CFz-CFCI-1→CF2 CICF
CI I(a) That is, after iodine chloride and trifluorochloroethylene are reacted at low temperature, tetrafluoroethylene is reacted in the presence of a radical initiator, and fuming sulfur # (H2SO4.5
03) etc. Furthermore, hexafluoropropylene oxide (HFPO) is reacted at low temperature in the presence of cesium fluoride, etc., and vinyl ether is produced by thermal decomposition.
The fluorine-containing monomer (f) can be obtained by carrying out a dechlorination reaction using a dehalogenating agent such as Zn.
塩化ヨウ素とトリフルオロクロロエチレンとの反応は文
献記載（Ｊ、Ａｍ、Ｃｈｅｍ、Ｓｏｃ、、８３．２４９
５（１９８１））の方法で、低温下、好ましくは０℃〜
−８℃で反応させることにより選択的にＣＦ２ＣＩＣＦ
ＣＩＩ （ａ）が生成する。The reaction between iodine chloride and trifluorochloroethylene is described in the literature (J, Am, Chem, Soc, 83.249
5 (1981)) at low temperatures, preferably from 0°C to
CF2CICF selectively by reacting at -8℃
CII (a) generates.
（ａ）とテトラフルオロエチレンとの反応は。What is the reaction between (a) and tetrafluoroethylene?
過酸化物、アゾ化合物等のラジカル開始剤の存在下に１
通常は２０〜１５０℃、好ましくは８０℃〜１００℃で
テトラフルオロエチレンを５気圧以下、好ましく３気圧
以下に保ちながら行うことにより、 ＣｈＣＩＣＦＣＩ
ＣｈＣｈ Ｉ （ｂ）を得ることが出来る。1 in the presence of a radical initiator such as a peroxide or an azo compound.
ChCICFCI is usually carried out at 20 to 150°C, preferably 80 to 100°C, while maintaining tetrafluoroethylene at 5 atmospheres or less, preferably 3 atmospheres or less.
ChCh I (b) can be obtained.
（ｂ）の酸化反応は、例えば発煙硫酸にて行なうことが
出来る０発煙硫酸の濃度は任意に選ばれる０反応温度は
、発煙硫酸の濃度により異なるが１例えば８０％の時は
、４０〜１００℃、好ましくは６０〜８０℃である。The oxidation reaction (b) can be carried out using, for example, fuming sulfuric acid.The concentration of fuming sulfuric acid can be selected arbitrarily.The reaction temperature varies depending on the concentration of fuming sulfuric acid. ℃, preferably 60 to 80℃.
極性溶媒中、金属フッ化物の作用のもとに（ｃ）とへキ
サフルオロプロピレンオキシド（ＨＦＰＯ）とを反応さ
せることにより（ｄ）を得ることが出来る。この時の極
性溶媒としては、例えばアセトニトリル、ジエチレング
リコールジメチルエーテル、亀、４−ジオキサン等があ
げられる０反応温度は５０℃〜−２０°Ｃ１好ましくは
、２０℃〜−１０℃である。(d) can be obtained by reacting (c) with hexafluoropropylene oxide (HFPO) under the action of a metal fluoride in a polar solvent. Examples of the polar solvent at this time include acetonitrile, diethylene glycol dimethyl ether, dioxane, and 4-dioxane.The reaction temperature is 50°C to -20°C, preferably 20°C to -10°C.
（ｅ）のビニルエーテルは、（ｄ）の気相熱分解、もし
くは（ｄ）と水酸化アルカリとを反応させて得られるカ
ルボン酸アルカリ塩の熱分解により得ることが出来る。The vinyl ether (e) can be obtained by gas-phase thermal decomposition of (d) or by thermal decomposition of an alkali carboxylic acid salt obtained by reacting (d) with an alkali hydroxide.
（ｄ）の気相熱分解における反応温度は、２５０”０〜
４００℃好ましくは２８０℃〜３５０℃であり、またカ
ルボン酸アルカリ塩の熱分解における反応温度は、１５
０°Ｃ〜３００℃、好ましくは２００℃〜２８０℃であ
る０反応温度が低い場合には変換率が低くなり、また高
い場合は分解生成物量が多くなる。The reaction temperature in the gas phase pyrolysis of (d) is 250"0~
400°C, preferably 280°C to 350°C, and the reaction temperature in thermal decomposition of the alkali carboxylic acid salt is 15°C.
If the reaction temperature is low, which is between 0° C. and 300° C., preferably between 200° C. and 280° C., the conversion rate will be low, and if it is high, the amount of decomposition products will be high.
極性溶媒中、亜鉛等の脱ハロゲン化剤を用いて（ｅ）を
脱塩素反応せしめることにより、目的生成物ＣＦ２零Ｃ
ＦＣＯＣＦ２ＣＦ）ｎＯｃＦｚｃＦ２ｃＦ−ＣＦ２ を
得るＣＦ３
ことが出来る。この反応における溶媒は、例えばジグラ
イム、ジオキサン、メタノール等が好ましく使用される
。また、脱ハロゲン化剤としては、亜鉛の他にナトリウ
ム、マグネシウム、スズ、銅、鉄等が挙げられるが、反
応速度の上から亜鉛が好ましく使用される。また、脱ハ
ロゲン化剤のモル比は、（ｅ）の２〜６倍、好ましくは
３〜４倍である０反応温度は２０〜１５０℃、好ましく
は３０℃〜１００℃である。By dechlorinating (e) using a dehalogenating agent such as zinc in a polar solvent, the desired product CF2
CF3 to obtain FCOCF2CF) nOcFzcF2cF-CF2. As the solvent in this reaction, for example, diglyme, dioxane, methanol, etc. are preferably used. In addition to zinc, examples of the dehalogenating agent include sodium, magnesium, tin, copper, iron, etc., but zinc is preferably used from the viewpoint of reaction speed. The molar ratio of the dehalogenating agent is 2 to 6 times, preferably 3 to 4 times that of (e). The reaction temperature is 20 to 150°C, preferably 30°C to 100°C.
［作用］
本発明の一般式
％式％）
は、反応性の異なった二種類の二重結合を含んでいるこ
とから、含フツ素ポリマー中に二重結合からなる架橋部
位を有効に導入することが出来る。ここで、ｎｍＯの時
は１重合において環化重合してしまうためにポリマー中
に二重結合からなる架橋部位を有効に導入することが困
難である。ｎ−１〜３の時は、環化重合も起こるが、そ
の比はｎｅｏの時に比べ高くないため、二重結合の導入
が可能になる。ｎｍ４のものは、沸点の関係から蒸留に
よる精製が困難となるために実際的ではない。[Function] Since the general formula (%) of the present invention contains two types of double bonds with different reactivities, it effectively introduces crosslinking sites consisting of double bonds into the fluorine-containing polymer. I can do it. Here, when nmO is used, cyclization polymerization occurs in one polymerization, so it is difficult to effectively introduce a crosslinking site consisting of a double bond into the polymer. In the case of n-1 to n-3, cyclization polymerization also occurs, but the ratio is not as high as that in the case of neo, making it possible to introduce a double bond. nm4 is not practical because it is difficult to purify by distillation due to its boiling point.
また得られたポリマーの二重結合部位を他の官能基に変
換することも出来る。It is also possible to convert the double bond sites of the obtained polymer into other functional groups.
［実施例］
実施例１゜
攪拌機、還流コンデンサー、滴下ロートを備えた１０１
００Ｏの四ツロフラスコに、亜鉛３０５ｇ（４，８０＊
ｏ（２）、メタノール５００ｍ１２を入れ、 ＳＯ〜７
０℃にする。そこへＣＦ２ Ｃ１１１１：ＦＣＩＣＦｚ
ＣＦ２０ＣＦＣＦ２Ｆ３
００Ｆ＝ＣＦ２８００ｇ （１，１７＊ｏ（２）をゆっ
くり滴下する。[Example] Example 1゜101 equipped with a stirrer, reflux condenser, and dropping funnel
305g of zinc (4,80*
o(2), add 500ml of methanol, SO~7
Bring to 0℃. There CF2 C1111: FCICFz
CF20CFCF2F3 00F=CF2800g (1,17*o(2) is slowly added dropwise.
滴下終了後１時間還流熟成する。固形分を炉別後、下層
を蒸留することにより目的生成物し？３
を得た。After completion of the dropwise addition, the mixture was aged under reflux for 1 hour. After separating the solid content in the furnace, the target product is obtained by distilling the lower layer. I got 3.
ｂ、ｐ、７４℃、 ／ １４１ｍｍＨｇ 。b, p, 74℃, / 141mmHg.
＋９ＦＮＭＲ（δＰＰＩＩ、ＣＦ０１３基準）δＦＩ
ａニー１１８． ｂニー１２４． ｃニー１３７． ｄ
ニー８８． ｅニー１４５゜ｆニー８１． ｇニー８Ｅ
ｌ、 ｈ： −１２２，ｉニー１９１． ｊニー９２
゜ｋニー１０７
カップリング定数（Ｈ２）
Ｊ ＦａＦｂ−８５，Ｊ ＦａＦｅ−Ｂｅ、 Ｊ Ｆ
ｂＦＣ−１１２゜ＪＦ＋Ｆｌ＝３９． ＪＦ＋Ｆｂ−
ｔｔ７． ＪＦＪＦｋ−ｓ２゜元素分析測定結果； Ｆ
：８８．４０． Ｃ：２４．３３（計算値、 Ｆ：８８
．４５． Ｃ：２４．３４）実施例２゜
攪拌機、還流コンデンサー、滴下ロートを備えた５００
■Ｑの四ツロフラスコに、亜鉛７１ｇ（１，０９＋５ｏ
Ｑ）、ジオキサン２０ｈ＜２を入れ１００℃にする。+9FNMR (δPPII, CF013 standard) δFI a knee 118. b knee 124. c knee 137. d
Knee88. e knee 145° f knee 81. g knee 8E
l, h: -122, i knee 191. j knee 92
°k knee 107 Coupling constant (H2) J FaFb-85, J FaFe-Be, J F
bFC-112°JF+Fl=39. JF+Fb-
tt7. JFJFk-s2゜Elemental analysis measurement results; F
:88.40. C: 24.33 (calculated value, F: 88
．． 45. C:24.34) Example 2゜500 equipped with stirrer, reflux condenser, and dropping funnel
■71g of zinc (1,09+5o
Q), add dioxane 20h<2 and heat to 100°C.
１８５ｇ（０，２７＊ｏ（２）をゆっくり滴下する０滴
下終了後４時間還流熟成する。固形分を炉別後、下層を
蒸留することにより目的生成物
％）得た。185 g (0,27*o(2) was slowly added dropwise. After the completion of 0 dropwise addition, the mixture was aged under reflux for 4 hours. After the solid content was separated in the furnace, the lower layer was distilled to yield the desired product (%)).
ｂ、９．８５℃／３８鳳脂Ｈｇ 。b, 9.85°C/38 Hg.
１９ＦＮＭＲ（δｐｐ層、 ＣＦＣｌ３基準）♂Ｆｆ、
占ｐｉ
ａニー１１８． ｂニー１２４． ｃニー１３７． ｄ
ニー８８． ｅニー１４５゜ｆニー８１． ｍニー８１
． ｈ： −１４５，ｉニー８１． ｊニー８８゜ｋ
ニー１２２．１ニー１９１． ｍニー９２． ｎニー１
０７カツプリング定数（Ｈ２）
Ｊ ＦａＦｌｌ−８５，Ｊ ＦａＦＣ−８５，Ｊ ＦＩ
ＩＦＣ−１１１３゜ＪＦＩＦ＠−３８，ＪＦＩＦｎ−１
１８，ＪＦ”Ｆｎ−５１［発明の効果］
本発明の新規含フツ素化合物は、反応性の異なる二種類
の二重結合な含んでいるので、含フツ素ポリマーに共重
合せしめることにより二重結合からなる架橋部位を有効
に導入できるという効果を有する。かかる二重結合は架
橋部位としてだけでなく、他の官能基の導入部位として
も有効である。19FNMR (δpp layer, CFCl3 standard) ♂Ff,
Zhan pi a knee 118. b knee 124. c knee 137. d
Knee88. e knee 145° f knee 81. m knee 81
．． h: -145, i knee 81. j knee 88°k
Knee 122.1 Knee 191. m knee92. n knee 1
07 Coupling constant (H2) J FaFll-85, J FaFC-85, J FI
IFC-1113゜JFIF@-38, JFIFn-1
18, JF"Fn-51 [Effect of the Invention] The novel fluorine-containing compound of the present invention contains two types of double bonds with different reactivities, so it can be copolymerized with a fluorine-containing polymer to form double bonds. This has the effect of effectively introducing a crosslinking site consisting of a bond.Such a double bond is effective not only as a crosslinking site but also as a site for introducing other functional groups.
Claims (1)
る含フッ素化合物と脱ハロゲン化剤とを反応させて脱ハ
ロゲンし、一般式 ▲数式、化学式、表等があります▼ で表わされる新規含フッ素化合物を得ることを特徴とす
る製造方法。 ３、Ｘ、ＹがＣｌである特許請求の範囲第２項記載の製
造方法。[Claims] 1. A novel fluorine-containing compound represented by the general formula ▲ Numerical formulas, chemical formulas, tables, etc. are available. 2. General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, X and Y are the same or different and are selected from Cl, Br, I. A manufacturing method characterized by dehalogenating by reacting with a halogenating agent to obtain a new fluorine-containing compound represented by the general formula ▲There are mathematical formulas, chemical formulas, tables, etc.▼. 3. The manufacturing method according to claim 2, wherein X and Y are Cl.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30143687A JP2503550B2 (en) | 1987-12-01 | 1987-12-01 | Novel fluorinated compound and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30143687A JP2503550B2 (en) | 1987-12-01 | 1987-12-01 | Novel fluorinated compound and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01143844A true JPH01143844A (en) | 1989-06-06 |
| JP2503550B2 JP2503550B2 (en) | 1996-06-05 |
Family
ID=17896862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP30143687A Expired - Fee Related JP2503550B2 (en) | 1987-12-01 | 1987-12-01 | Novel fluorinated compound and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2503550B2 (en) |
-
1987
- 1987-12-01 JP JP30143687A patent/JP2503550B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP2503550B2 (en) | 1996-06-05 |
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