JP2017514955A - 新規なブチルゴムの製造のための希釈剤としての2,3,3,3−テトラフルオロ−1−プロペン - Google Patents
新規なブチルゴムの製造のための希釈剤としての2,3,3,3−テトラフルオロ−1−プロペン Download PDFInfo
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- JP2017514955A JP2017514955A JP2016565319A JP2016565319A JP2017514955A JP 2017514955 A JP2017514955 A JP 2017514955A JP 2016565319 A JP2016565319 A JP 2016565319A JP 2016565319 A JP2016565319 A JP 2016565319A JP 2017514955 A JP2017514955 A JP 2017514955A
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- isoprene
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- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 3
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- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 235000008429 bread Nutrition 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- NZIXICKPQWIFAU-UHFFFAOYSA-K bromo(dimethyl)alumane;dibromo(methyl)alumane Chemical compound C[Al](C)Br.C[Al](Br)Br NZIXICKPQWIFAU-UHFFFAOYSA-K 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- QQHRHLXGCZWTDK-UHFFFAOYSA-L butylaluminum(2+);dibromide Chemical compound [Br-].[Br-].CCCC[Al+2] QQHRHLXGCZWTDK-UHFFFAOYSA-L 0.000 description 1
- SHOVVTSKTTYFGP-UHFFFAOYSA-L butylaluminum(2+);dichloride Chemical compound CCCC[Al](Cl)Cl SHOVVTSKTTYFGP-UHFFFAOYSA-L 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- VNSBYDPZHCQWNB-UHFFFAOYSA-N calcium;aluminum;dioxido(oxo)silane;sodium;hydrate Chemical compound O.[Na].[Al].[Ca+2].[O-][Si]([O-])=O VNSBYDPZHCQWNB-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- HYZXMVILOKSUKA-UHFFFAOYSA-K chloro(dimethyl)alumane;dichloro(methyl)alumane Chemical compound C[Al](C)Cl.C[Al](Cl)Cl HYZXMVILOKSUKA-UHFFFAOYSA-K 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- MJSNUBOCVAKFIJ-LNTINUHCSA-N chromium;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Cr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O MJSNUBOCVAKFIJ-LNTINUHCSA-N 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- VRLDVERQJMEPIF-UHFFFAOYSA-N dbdmh Chemical compound CC1(C)N(Br)C(=O)N(Br)C1=O VRLDVERQJMEPIF-UHFFFAOYSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- GDVKFRBCXAPAQJ-UHFFFAOYSA-A dialuminum;hexamagnesium;carbonate;hexadecahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Al+3].[Al+3].[O-]C([O-])=O GDVKFRBCXAPAQJ-UHFFFAOYSA-A 0.000 description 1
- VJRUISVXILMZSL-UHFFFAOYSA-M dibutylalumanylium;chloride Chemical compound CCCC[Al](Cl)CCCC VJRUISVXILMZSL-UHFFFAOYSA-M 0.000 description 1
- VTZJFPSWNQFPCQ-UHFFFAOYSA-N dibutylaluminum Chemical compound CCCC[Al]CCCC VTZJFPSWNQFPCQ-UHFFFAOYSA-N 0.000 description 1
- CQYBWJYIKCZXCN-UHFFFAOYSA-N diethylaluminum Chemical compound CC[Al]CC CQYBWJYIKCZXCN-UHFFFAOYSA-N 0.000 description 1
- ZGMHEOLLTWPGQX-UHFFFAOYSA-M dimethylalumanylium;bromide Chemical compound C[Al](C)Br ZGMHEOLLTWPGQX-UHFFFAOYSA-M 0.000 description 1
- JGHYBJVUQGTEEB-UHFFFAOYSA-M dimethylalumanylium;chloride Chemical compound C[Al](C)Cl JGHYBJVUQGTEEB-UHFFFAOYSA-M 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- PMGNNMBUQUKCSN-UHFFFAOYSA-N ethyl 4-[(4-azidophenyl)disulfanyl]butanimidate;hydrochloride Chemical compound Cl.CCOC(=N)CCCSSC1=CC=C(N=[N+]=[N-])C=C1 PMGNNMBUQUKCSN-UHFFFAOYSA-N 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012765 fibrous filler Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000009408 flooring Methods 0.000 description 1
- SKRPCQXQBBHPKO-UHFFFAOYSA-N fluorocyclobutane Chemical compound FC1CCC1 SKRPCQXQBBHPKO-UHFFFAOYSA-N 0.000 description 1
- UHCBBWUQDAVSMS-UHFFFAOYSA-N fluoroethane Chemical compound CCF UHCBBWUQDAVSMS-UHFFFAOYSA-N 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 239000006232 furnace black Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 description 1
- 229910000271 hectorite Inorganic materials 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 229920001600 hydrophobic polymer Polymers 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000007943 implant Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- 239000011968 lewis acid catalyst Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- XBKBZMOLSULOEA-UHFFFAOYSA-L methylaluminum(2+);dibromide Chemical compound C[Al](Br)Br XBKBZMOLSULOEA-UHFFFAOYSA-L 0.000 description 1
- YSTQWZZQKCCBAY-UHFFFAOYSA-L methylaluminum(2+);dichloride Chemical compound C[Al](Cl)Cl YSTQWZZQKCCBAY-UHFFFAOYSA-L 0.000 description 1
- 229940073584 methylene chloride Drugs 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- FDJSESZWPWMLEC-UHFFFAOYSA-N nonane Chemical compound CCCCCCCC[CH2+] FDJSESZWPWMLEC-UHFFFAOYSA-N 0.000 description 1
- 229910000273 nontronite Inorganic materials 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- NOUWNNABOUGTDQ-UHFFFAOYSA-N octane Chemical compound CCCCCCC[CH2+] NOUWNNABOUGTDQ-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 229910000275 saponite Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910021647 smectite Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
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- C08C19/00—Chemical modification of rubber
- C08C19/12—Incorporating halogen atoms into the molecule
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- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/08—Butenes
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- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
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Abstract
Description
F=mA/(1+mA)2 (I)
(式中、
− Aは、1H NMRで決定されるコポリマーにおけるマルチオレフィンのイソオレフィンに対するモル比であり、
− Fは、13C NMRで決定されるコポリマーにおけるイソオレフィン−マルチオレフィン−マルチオレフィンのトリアッド分率である。)
に従って算出することができる配列分布パラメータmが、1.10〜1.25であるかまたは1.5を超えるコポリマーが記載されている。とりわけ、欧州特許第1572766号の包袋における2007年2月12日に提出されたT.D. Shaffer博士の宣誓書に見ることができるように、パラメータmは、コポリマーに組み入れられたイソプレン含量にも大幅に依存する。例えば、1.1という低いm値は、1,1,1,2−テトラフルオロエタンを希釈剤として用いて15.5モル%のイソプレンを組み入れることによってのみ得ることができる一方、同じ希釈剤中で得られた低いイソプレン含量、例えば3.32モル%のイソプレン含量を有するポリマーは、1.3のm値を示す。
F=mA/(1+mA)2 (I)
(式中、
− Aは、1H NMRで決定されるコポリマーにおけるイソプレンのイソブチレンに対するモル比であり、
− Fは、13C NMRで決定されるコポリマーにおけるイソオレフィン−イソプレン−イソプレンのトリアッド分率であり、
− mが、
[1.35−(0.03×MOC)]≧m≧[1.15−(0.03×MOC))]
の範囲であり、ここで、MOCが、1H NMRで決定されるコポリマーにおけるイソプレンのモル%単位の含量である。)
によって規定されるコポリマーの配列分布を有するイソブチレンおよびイソプレンのコポリマーを提供する。
好ましくは、mは、
[1.35−(0.028×MOC)]≧m≧[1.16−(0.028×MOC))]
の範囲であり、より好ましくは、
[1.32−(0.025×MOC)]≧m≧[1.17−(0.025×MOC))]
の範囲である。
a)希釈剤と、少なくともイソブチレンおよびイソプレンを含むモノマー混合物とを、モノマー混合物対希釈剤の質量比5:95〜95:5、好ましくは40:60〜95:5、より好ましくは45:55〜85:15、さらにより好ましくは61:39〜80:20で準備して、反応媒体を形成させる工程;
b)前記反応媒体中の前記モノマー混合物を、開始剤系の存在下で重合させて、前記コポリマーと、前記希釈剤と、任意選択的であるが含まれることが好ましい前記モノマー混合物の残りのモノマーとを含むコポリマー溶液を形成させる工程;
c)前記反応媒体から、前記モノマー混合物の残りのモノマーを分離し、好ましくは追加的に前記希釈剤を分離して、前記コポリマーを得る工程
を含み、好ましくは上記工程a)、b)、およびc)のみからなり、
ここで、工程b)は、
− −100℃から0℃の範囲、好ましくは−95℃〜−20℃の範囲、さらにより好ましくは−95℃〜−60℃の範囲の温度で実施され、かつ、
前記希釈剤が、
− 少なくとも50.0質量%、好ましくは少なくとも80.0質量%、より好ましくは少なくとも90.0質量%、さらにより好ましくは少なくとも95.0質量%、なおさらにより好ましくは少なくとも98.0質量%、なおさらにより好ましくは少なくとも99.0質量%の2,2,3,3−テトラフルオロ−1−プロペンを含む、方法が提供される。
100質量%までの残りの成分が存在する場合には、フッ素化、塩素化、またはフッ素化および塩素化された炭化水素、または脂肪族炭化水素が含まれていてよい。
本明細書において、用語「固形分」または「固形分濃度」は、工程b)に従って、すなわち重合において得られた、最終反応混合物中に存在するポリマーの質量%を指す。
全ての重合は、乾燥した不活性雰囲気下で行った。重合は、外部の電動攪拌機によって駆動されるオーバーヘッドの4ブレードステンレススチール羽根車を備えた、600mLのステンレススチール製反応容器中でバッチ反応として行った。 反応温度は熱電対を介して測定した。組み立てた反応器をペンタン冷却浴に浸漬することによって、反応器を所望の反応温度(−95℃)に冷却した。攪拌した炭化水素浴の温度を±2℃の範囲内に制御した。反応媒体と液体接触するすべての装置を、使用前に150℃で少なくとも6時間乾燥させ、真空-窒素雰囲気の交互チャンバ内で冷却した。
一連の重合を、−95℃で、純粋な塩化メチル、純粋な1,1,1,2−テトラフルオロエタンまたは純粋な2,3,3,3−テトラフルオロ−1−プロペン中で行った。すべての重合は、一貫して上述したとおりに行った。重合は、180mLの希釈剤、20mLのイソブテンおよび種々の量のイソプレンを用いて行った。開始剤系溶液は、塩化メチル80mL中、0.18MのHCl/CH2Cl2溶液11mLおよびエチルアルミニウムジクロライド(EADC)の1.0Mヘキサン溶液8mLを添加することによって調製した。5mlの前記開始剤系溶液を、実施例1〜12による全ての重合のために使用した。
Claims (15)
- 式(I):
F=mA/(1+mA)2 (I)
(式中、
− Aは、1H NMRで決定されるコポリマーにおけるイソプレンのイソブチレンに対するモル比であり、
− Fは、13C NMRで決定されるコポリマーにおけるイソオレフィン−イソプレン−イソプレンのトリアッド分率であり、
− mが、
[1.35−(0.03×MOC)]≧m≧[1.15−(0.03×MOC))]
の範囲内であり、ここで、MOCは、1H NMRで決定されるコポリマーにおけるイソプレンのモル%単位の含量である。)
によって規定されるコポリマーの配列分布を有するイソブチレンおよびイソプレンのコポリマー。 - mが、
[1.35−(0.028×MOC)]≧m≧[1.16−(0.028×MOC))]
の範囲内である、請求項1に記載のコポリマー。 - mが、
[1.32−(0.025×MOC)]≧m≧[1.17−(0.025×MOC))]
の範囲内である、請求項1に記載のコポリマー。 - イソブチレン含量が85.0〜99.5モル%であり、イソプレン含量が0.5〜15.0モル%である、好ましくは、イソブチレン含量が88.0〜99.0モル%であり、イソプレン含量が1.0〜12.0モル%である、請求項1〜3のいずれか一項に記載のコポリマー。
- イソブチレン含量が86.2〜99.5モル%であり、イソプレン含量が0.5〜3.8モル%である、好ましくは、イソブチレン含量が86.3〜99.0モル%であり、イソプレン含量が1.0〜3.7モル%である、請求項1〜4のいずれか一項に記載のコポリマー。
- ハロゲン化された、請求項1〜5のいずれか一項に記載のコポリマー。
- 前記ハロゲン化されたコポリマーのハロゲンの量が、前記ハロゲン化されたコポリマーの0.1〜8.0質量%の範囲、好ましくは0.5〜4質量%の範囲、より好ましくは0.8〜3質量%の範囲、さらにより好ましくは1.2〜2.5質量%の範囲、なおさらにより好ましくは1.5〜2.5質量%の範囲、最も好ましくは1.8〜2.3質量%の範囲である、請求項6に記載のハロゲン化されたコポリマー。
- 請求項1〜5のいずれか一項に記載のコポリマーの製造方法であって、少なくとも以下の工程a)、b)、およびc):
a)希釈剤と、イソブチレンおよびイソプレンを含むモノマー混合物とを、モノマー混合物対希釈剤の質量比5:95〜95:5、好ましくは40:60〜95:5、より好ましくは45:55〜85:15、さらにより好ましくは61:39〜80:20で準備して、反応媒体を形成させる工程;
b)前記反応媒体中の前記モノマー混合物を、開始剤系の存在下で重合させて、前記コポリマー、前記希釈剤、および任意選択的であるが含まれることが好ましい前記モノマー混合物の残りのモノマーを含むコポリマー溶液を形成させる工程;
c)前記反応媒体から、前記モノマー混合物の残りのモノマーを分離し、好ましくは追加的に前記希釈剤を分離して、前記コポリマーを得る工程
を含み、好ましくは上記工程a)、b)、およびc)のみからなり、
ここで、工程b)は、
− −100℃から0℃の範囲、好ましくは−95℃〜−20℃の範囲、さらにより好ましくは−95℃〜−60℃の範囲の温度で実施され、かつ、
前記希釈剤が、
− 少なくとも50.0質量%、好ましくは少なくとも80.0質量%、より好ましくは少なくとも90.0質量%、さらにより好ましくは少なくとも95.0質量%、なおさらにより好ましくは少なくとも98.0質量%、なおさらにより好ましくは少なくとも99.0質量%の2,2,3,3−テトラフルオロ−1−プロペンを含む、方法。 - 前記希釈剤の、1013hPaの圧力で5〜95℃の範囲の沸点を有し、直鎖状である脂肪族炭化水素(n−アルカン)の含量が、85質量%を超えず、好ましくは70質量%を超えず、より好ましくは50質量%を超えず、さらにより好ましくは10〜50質量%の範囲である、請求項8に記載の方法。
- 前記希釈剤の、1013hPaの圧力で5〜95℃の範囲の沸点を有する環式炭化水素の含量が、25質量%を超えず、好ましくは20質量%を超えず、さらにより好ましくは1〜20質量%の範囲である、請求項8または9に記載の方法。
- 前記開始剤系が、エチルアルミニウムセスキクロライド、好ましくは当量のジエチルアルミニウムクロライドおよびエチルアルミニウムジクロライドを好ましくは希釈剤中で混合することによって発生させたエチルアルミニウムセスキクロライドを含む、請求項8〜10のいずれか一項に記載の方法。
- 前記開始剤系のプロトン源として、水および/またはアルコール、好ましくは水を使用する、請求項8〜11のいずれか一項に記載の方法。
- 請求項6または7に記載のハロゲン化されたコポリマーを製造する方法であって、少なくとも以下の工程:
− 請求項8〜12のいずれか一項で定義した工程a)、b)、およびc);ならびに
− ハロゲン化工程
を含む、方法。 - ハロゲン化工程を、元素状塩素(Cl2)または元素状臭素(Br2)をハロゲン化剤として使用して実施する、請求項13に記載の方法。
- 請求項1〜5のいずれか一項に記載のコポリマーおよび/または請求項6または7に記載のハロゲン化されたコポリマーを含む、硬化されているかまたは硬化されていないポリマー製品。
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