JP7466447B2 - ケイ素含有表面層を有する過酸化物硬化ハロゲン化エラストマー - Google Patents
ケイ素含有表面層を有する過酸化物硬化ハロゲン化エラストマー Download PDFInfo
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- JP7466447B2 JP7466447B2 JP2020534574A JP2020534574A JP7466447B2 JP 7466447 B2 JP7466447 B2 JP 7466447B2 JP 2020534574 A JP2020534574 A JP 2020534574A JP 2020534574 A JP2020534574 A JP 2020534574A JP 7466447 B2 JP7466447 B2 JP 7466447B2
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- partially halogenated
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- silicon
- elastomeric gum
- monomer units
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- 239000000806 elastomer Substances 0.000 title claims description 18
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- 229910052710 silicon Inorganic materials 0.000 title claims description 16
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 title claims description 14
- 239000010703 silicon Substances 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 claims description 82
- 239000000178 monomer Substances 0.000 claims description 60
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims description 41
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- 239000002210 silicon-based material Substances 0.000 claims description 38
- 239000003795 chemical substances by application Substances 0.000 claims description 35
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- 150000002978 peroxides Chemical class 0.000 claims description 25
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 11
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 11
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- BLTXWCKMNMYXEA-UHFFFAOYSA-N 1,1,2-trifluoro-2-(trifluoromethoxy)ethene Chemical compound FC(F)=C(F)OC(F)(F)F BLTXWCKMNMYXEA-UHFFFAOYSA-N 0.000 claims description 7
- 238000004132 cross linking Methods 0.000 claims description 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
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- 150000001875 compounds Chemical class 0.000 description 22
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 17
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- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 7
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 6
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 6
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- 150000004010 onium ions Chemical class 0.000 description 6
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 6
- 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 5
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- 239000005977 Ethylene Substances 0.000 description 4
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
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- 125000004429 atom Chemical group 0.000 description 4
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 4
- 239000000919 ceramic Substances 0.000 description 4
- UUAGAQFQZIEFAH-UHFFFAOYSA-N chlorotrifluoroethylene Chemical group FC(F)=C(F)Cl UUAGAQFQZIEFAH-UHFFFAOYSA-N 0.000 description 4
- 229910052681 coesite Inorganic materials 0.000 description 4
- 229910052906 cristobalite Inorganic materials 0.000 description 4
- 229910021485 fumed silica Inorganic materials 0.000 description 4
- 239000005350 fused silica glass Substances 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 125000002346 iodo group Chemical group I* 0.000 description 4
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- 150000003839 salts Chemical class 0.000 description 4
- 229910052682 stishovite Inorganic materials 0.000 description 4
- 229910052905 tridymite Inorganic materials 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- KDGNCLDCOVTOCS-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OOC(C)(C)C KDGNCLDCOVTOCS-UHFFFAOYSA-N 0.000 description 3
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 3
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 3
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
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- 230000015572 biosynthetic process Effects 0.000 description 3
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- UCBVELLBUAKUNE-UHFFFAOYSA-N 1,3-bis(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)NC(=O)N(CC=C)C1=O UCBVELLBUAKUNE-UHFFFAOYSA-N 0.000 description 2
- IEMBFTKNPXENSE-UHFFFAOYSA-N 2-(2-methylpentan-2-ylperoxy)propan-2-yl hydrogen carbonate Chemical compound CCCC(C)(C)OOC(C)(C)OC(O)=O IEMBFTKNPXENSE-UHFFFAOYSA-N 0.000 description 2
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- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
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- 150000002891 organic anions Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000000399 orthopedic effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 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
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 description 1
- 229910052913 potassium silicate Inorganic materials 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000010057 rubber processing Methods 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910021487 silica fume Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- ABTOQLMXBSRXSM-UHFFFAOYSA-N silicon tetrafluoride Chemical compound F[Si](F)(F)F ABTOQLMXBSRXSM-UHFFFAOYSA-N 0.000 description 1
- 239000005361 soda-lime glass Substances 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- BPILDHPJSYVNAF-UHFFFAOYSA-M sodium;diiodomethanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C(I)I BPILDHPJSYVNAF-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- UUCCCPNEFXQJEL-UHFFFAOYSA-L strontium dihydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 description 1
- 229910001866 strontium hydroxide Inorganic materials 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium group Chemical group [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- DLSMLZRPNPCXGY-UHFFFAOYSA-N tert-butylperoxy 2-ethylhexyl carbonate Chemical compound CCCCC(CC)COC(=O)OOOC(C)(C)C DLSMLZRPNPCXGY-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000005490 tosylate group Chemical group 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
- 125000005409 triarylsulfonium group Chemical group 0.000 description 1
- IOWJEJITWJDFNX-UHFFFAOYSA-M tributyl(3-methoxypropyl)phosphanium;chloride Chemical compound [Cl-].CCCC[P+](CCCC)(CCCC)CCCOC IOWJEJITWJDFNX-UHFFFAOYSA-M 0.000 description 1
- KSMYREBPTSSZDR-UHFFFAOYSA-M tributyl(prop-2-enyl)phosphanium;chloride Chemical compound [Cl-].CCCC[P+](CCCC)(CCCC)CC=C KSMYREBPTSSZDR-UHFFFAOYSA-M 0.000 description 1
- KJWHEZXBZQXVSA-UHFFFAOYSA-N tris(prop-2-enyl) phosphite Chemical compound C=CCOP(OCC=C)OCC=C KJWHEZXBZQXVSA-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 210000000707 wrist Anatomy 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/50—Phosphorus bound to carbon only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/02—Organic and inorganic ingredients
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
(a)ポリマーを含む部分ハロゲン化エラストマーガムであって、このポリマーが、(i)少なくとも25重量%の、フッ素及び塩素のうちの少なくとも1つであるハロゲンと、(ii)ヨウ素、臭素、及びニトリルのうちの少なくとも1つから選択される、複数の硬化部位と、を含む、部分ハロゲン化エラストマーガムと、
(b)部分ハロゲン化エラストマーガムの100質量部当たり少なくとも0.01質量部のケイ素含有化合物と、
(c)脱ハロゲン化水素剤と、
(d)過酸化物及び共剤から本質的になる、硬化系と、
を含む、硬化性部分ハロゲン化エラストマーガム組成物が記載される。
「a」、「an」、及び「the」という用語は、互換的に使用され、1以上を意味し、
「及び/又は」は、述べられた事柄の一方又は両方が起こり得ることを示すために使用され、例えば、A及び/又はBは、(A及びB)並びに(A又はB)を含み、
「主鎖」は、ポリマーの主な連続鎖を指し、重合が開始又は停止されたポリマーの末端を除外する。
「コポリマー」は、ターポリマー又はクワドポリマーなどの、明示的に列挙されていない他のモノマー(コモノマー)から誘導される他の繰り返し単位が存在する選択肢を除外することなく、列挙されたモノマー(コモノマー)から誘導される繰り返し単位を含むポリマーを指す。
「架橋」とは、予め形成した2つのポリマー鎖を、化学結合又は化学的な基を使用して連結することを指す。
「共重合された(interpolymerized)」とは、モノマーが一緒に重合してポリマー主鎖を形成することを指す。
「モノマー」は、重合を経てその後ポリマーの基本的構造の部分を形成することができる分子である。
「有機」は、当該技術分野において一般的な意味を有し、例えば、有機化合物は、炭化物、酸化炭素、二硫化炭素などの二元化合物;金属シアン化物、ホスゲン、硫化カルボニルなどの三元化合物、及び炭酸カルシウムなどの金属炭酸塩が挙げられる、いくつかの例外/除外を有する炭素含有化合物である。
「過フッ素化」とは、全ての水素原子がフッ素原子に置き換えられている、炭化水素から誘導される基又は化合物を意味する。しかし、過フッ素化化合物は、酸素原子、塩素原子、臭素原子及びヨウ素原子のような、フッ素原子及び炭素原子以外の原子を更に含有してもよい。
「ポリマー」は、少なくとも20,000ダルトン、少なくとも3,000ダルトン、少なくとも50,000ダルトン、少なくとも100,000ダルトン、少なくとも300,000ダルトン、少なくとも500,000ダルトン、少なくとも750,000ダルトン、少なくとも1,000,000ダルトン又は更には少なくとも1,500,000ダルトンであり、かつポリマーの早期ゲル化を引き起こすほどには高くない分子量の数平均分子量(Mn)を有するマクロ構造を指す。
CF2=CFO(Rf’O)mRf (I)
式中、Rf”は、2、3、4、5、又は6個の炭素原子を含む直鎖又は分枝鎖ペルフルオロアルキレンラジカル基であり、mは、0、1、2、3、4、5、6、7、8、9、及び10から選択される整数であり、Rfは、1、2、3、4、5、又は6個の炭素原子を含むペルフルオロアルキル基である。例示的なペルフルオロビニルエーテルモノマーとしては、ペルフルオロ(メチルビニル)エーテル(PMVE)、ペルフルオロ(エチルビニル)エーテル(PEVE)、ペルフルオロ(n-プロピルビニル)エーテル(PPVE-1)、ペルフルオロ-2-プロポキシプロピルビニルエーテル(PPVE-2)、ペルフルオロ-3-メトキシ-n-プロピルビニルエーテル、ペルフルオロ-2-メトキシ-エチルビニルエーテル、ペルフルオロ-メトキシ-メチルビニルエーテル(CF3-O-CF2-O-CF=CF2)、及びCF3-(CF2)2-O-CF(CF3)-CF2-O-CF(CF3)-CF2-O-CF=CF2、並びにこれらの組み合わせが挙げられる。
式中、Rf”及びRf’は、独立して、2、3、4、5、又は6個の炭素原子を含む直鎖又は分枝鎖ペルフルオロアルキレンラジカル基であり、m及びnは、独立して、0、1、2、3、4、5、6、7、8、9、及び10から選択される整数であり、Rfは、1、2、3、4、5、又は6個の炭素原子を含むペルフルオロアルキル基である。例示的なペルフルオロ化アリルエーテルモノマーとしては、ペルフルオロ(エチルアリル)エーテル、ペルフルオロ(n-プロピルアリル)エーテル、ペルフルオロ-2-プロポキシプロピルアリルエーテル、ペルフルオロ-3-メトキシ-n-プロピルアリルエーテル、ペルフルオロ-2-メトキシ-エチルアリルエーテル、ペルフルオロ-メトキシ-メチルアリルエーテル、及びCF3-(CF2)2-O-CF(CF3)-CF2-O-CF(CF3)-CF2-O-CF2CF=CF2、並びにこれらの組み合わせが挙げられる。
CF2=CF-Rd f又はCH2=CH-Rd f
式中、Rd fは、炭素原子が1~10個、好ましくは1~5個のペルフルオロアルキル基を表す。フルオロアルキルビニルモノマーの典型的な例は、ヘキサフルオロプロピレンである。
トリフェニルベンジルホスホニウムクロリド
トリブチルアリルホスホニウムクロリド
トリブチルベンジルアンモニウムクロリド
テトラブチルアンモニウムブロミド
トリアリールスルホニウムクロリド
8-ベンジル-1,8ジアザビシクロ[5,4,0]-7-ウンデセニウムクロリド
ベンジルトリス(ジメチルアミノ)ホスホニウムクロリド、
トリブチルメトキシプロピルホスホニウムクロリド、及び
ベンジル(ジエチルアミノ)ジフェニルホスホニウムクロリド。
(a)(i)少なくとも25重量%の、フッ素及び塩素のうちの少なくとも1つであるハロゲンと、(ii)ヨウ素、臭素、及びニトリルのうちの少なくとも1つから選択される、複数の硬化部位と、を含む、部分ハロゲン化エラストマーガムと、
(b)部分ハロゲン化エラストマーガムの100質量部当たり少なくとも0.01質量部のケイ素含有化合物と、
(c)脱ハロゲン化水素剤と、
(d)過酸化物及び共剤から本質的になる、硬化系と、から本質的になる。
語句「から本質的になる」は、組成物が列挙された要素を含み、組成物に実質的に影響を与えない限り、列挙されていない追加の要素を含んでもよいことを意味する。換言すれば、列挙されていない要素を残らず全て除去した場合、組成物の加工(例えば、硬化時間、押出速度など)及び最終製品特性(例えば、化学的及び熱抵抗、硬度など)は変わらないままである。
一実施形態では、本開示の硬化組成物は、良好な熱安定性及び/又は耐薬品性を有する。熱安定性は、エラストマーが圧縮に応答する能力である。本開示の物品は、ASTM D395-16e1に従って、200℃で70時間試験したとき、60、50、40、30、又は更には20%未満の圧縮永久ひずみを有してもよい。ポリマーの耐薬品性は、典型的には、水、蒸気、及びエチレンジアミンで試験される。本開示の物品は、ASTM D-471-06により試験する場合、230℃で168時間試験すると、60%未満、又は更には50%未満の体積膨潤度の蒸気に対する耐性を有し得る。本開示の物品は、ASTM D-471-06により試験する場合、230℃で168時間試験すると、80%未満、50%未満、40%未満、又は更には30%未満の体積膨潤度の水に対する耐性を有し得る。本開示の物品は、ASTM D-471-06により試験する場合、100℃で168時間試験すると、50%未満、45%未満、又は更には40%未満の体積膨潤度のエチレンジアミンに対する耐性を有し得る。
(b)部分ハロゲン化エラストマーガムの100質量部当たり少なくとも0.01質量部のケイ素含有化合物と、
(c)脱ハロゲン化水素剤と、
(d)過酸化物及び共剤から本質的になる、硬化系と、を含む、硬化性部分ハロゲン化エラストマーガム組成物。
(a)実施形態1~22のいずれか1つに記載の組成物を得ることと、
(b)この組成物を少なくとも160℃の温度で少なくとも15分間、無拘束で加熱することと、を含む、製造方法。
Claims (10)
- (a)(i)少なくとも25重量%の、フッ素及び塩素のうちの少なくとも1つであるハロゲンと、(ii)ヨウ素又は臭素のうちの少なくとも1つから選択される、複数の硬化部位と、を含む、部分ハロゲン化エラストマーガムと、
(b)前記部分ハロゲン化エラストマーガムの100質量部当たり少なくとも0.01質量部のケイ素含有化合物(ただし、シリコーン生ゴムまたはシリコーンゴムを除く)と、
(c)前記部分ハロゲン化エラストマーガムの100部当たり少なくとも1mmolかつ最大10mmolの脱ハロゲン化水素剤と、
(d)過酸化物及び共剤から本質的になる、硬化系と、
を含む、硬化性部分ハロゲン化エラストマーガム組成物。 - 前記部分ハロゲン化エラストマーガムが、フッ素化非晶質ポリマー又は塩素化非晶質ポリマーである、請求項1に記載の組成物。
- フッ素化非晶質ポリマーが、共重合されたフッ化ビニリデンモノマー単位を含む、請求項2に記載の組成物。
- 前記部分ハロゲン化エラストマーガムが、フッ素化非晶質ポリマーを含み、前記フッ素化非晶質ポリマーが、(i)テトラフルオロエチレン、フッ化ビニリデン、及びヘキサフルオロプロピレンモノマー単位を含むコポリマー、(ii)テトラフルオロエチレン、及びプロピレンモノマー単位を含むコポリマー、(iii)テトラフルオロエチレン、フッ化ビニリデン、及びプロピレンモノマー単位を含むコポリマー、(iv)フッ化ビニリデン、ペルフルオロ(メチルビニル)エーテル、及びヘキサフルオロプロピレンモノマー単位を含むコポリマー、又は(v)テトラフルオロエチレン、フッ化ビニリデン、及びヘキサフルオロプロピレンモノマー単位を含むコポリマーのうちの少なくとも1つを含む、請求項2に記載の組成物。
- 前記部分ハロゲン化エラストマーガムが、少なくとも1つのAブロック及び少なくとも1つのBブロックを含むブロックコポリマーである、請求項1~3のいずれか一項に記載の組成物。
- (i)ポリヒドロキシ硬化剤、(ii)架橋性アミン、及び(iii)CX1X2=CX3-L-M(式中、X1、X2、及びX3は、独立して、H、Cl、及びFから選択され、X1、X2、及びX3のうちの少なくとも1つはHであり、少なくとも1つは、F又はClであり、Lは、単結合又は連結基であり、Mは求核基である)を実質的に含まない、請求項1~5のいずれか一項に記載の組成物。
- 前記部分ハロゲン化エラストマーガムの100重量部当たり、5重量部未満の前記ケイ素含有化合物を含む、請求項1~6のいずれか一項に記載の組成物。
- 前記ケイ素含有化合物が、テトラアルコキシシランである、請求項1~7のいずれか一項に記載の組成物。
- 硬化した請求項1~8のいずれか一項に記載の組成物を含む、物品。
- ケイ素を含む表面層を有する部分ハロゲン化エラストマーの製造方法であって、
(a)請求項1~8のいずれか一項に記載の組成物を得ることと、
(b)前記組成物を少なくとも160℃の温度で少なくとも15分間、無拘束で加熱することと、を含む、製造方法。
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PCT/US2018/066454 WO2019126298A1 (en) | 2017-12-22 | 2018-12-19 | Peroxide-cured halogenated elastomers having a silicon-containing superficial layer |
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WO2019126298A1 (en) | 2019-06-27 |
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