TWI699395B - 包含唑之全氟彈性體組成物 - Google Patents
包含唑之全氟彈性體組成物 Download PDFInfo
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- TWI699395B TWI699395B TW105115384A TW105115384A TWI699395B TW I699395 B TWI699395 B TW I699395B TW 105115384 A TW105115384 A TW 105115384A TW 105115384 A TW105115384 A TW 105115384A TW I699395 B TWI699395 B TW I699395B
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- TW
- Taiwan
- Prior art keywords
- azole
- dihydro
- composition
- compound
- perfluorinated
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 48
- 150000002916 oxazoles Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 40
- 229920006169 Perfluoroelastomer Polymers 0.000 claims abstract description 29
- 238000002835 absorbance Methods 0.000 claims abstract description 26
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 12
- -1 azole compound Chemical class 0.000 claims description 45
- 229920000642 polymer Polymers 0.000 claims description 45
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 26
- 238000000034 method Methods 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 239000003292 glue Substances 0.000 claims description 13
- 150000002978 peroxides Chemical class 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 10
- 239000002184 metal Substances 0.000 claims description 10
- HZTGVDVKRFOEOX-UHFFFAOYSA-N 5-phenyl-2,3-dihydro-1h-pyrrole Chemical compound N1CCC=C1C1=CC=CC=C1 HZTGVDVKRFOEOX-UHFFFAOYSA-N 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 7
- 229910052698 phosphorus Inorganic materials 0.000 claims description 7
- 239000011574 phosphorus Substances 0.000 claims description 7
- 125000002971 oxazolyl group Chemical group 0.000 abstract 1
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical group NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 24
- 239000000178 monomer Substances 0.000 description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- 229910052740 iodine Inorganic materials 0.000 description 12
- 229920001971 elastomer Polymers 0.000 description 11
- 229910052794 bromium Inorganic materials 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 150000002825 nitriles Chemical class 0.000 description 10
- 238000004132 cross linking Methods 0.000 description 9
- 239000000806 elastomer Substances 0.000 description 9
- 230000002378 acidificating effect Effects 0.000 description 8
- 239000000499 gel Substances 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 6
- 230000006835 compression Effects 0.000 description 6
- 238000007906 compression Methods 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 238000012546 transfer Methods 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
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000012986 chain transfer agent Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 230000008602 contraction Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 125000002843 carboxylic acid group Chemical group 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229920001973 fluoroelastomer Polymers 0.000 description 3
- 239000011256 inorganic filler Substances 0.000 description 3
- 229910003475 inorganic filler Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 150000001451 organic peroxides Chemical class 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 229920005548 perfluoropolymer Polymers 0.000 description 3
- 230000000087 stabilizing effect Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 3
- RRZIJNVZMJUGTK-UHFFFAOYSA-N 1,1,2-trifluoro-2-(1,2,2-trifluoroethenoxy)ethene Chemical compound FC(F)=C(F)OC(F)=C(F)F RRZIJNVZMJUGTK-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 235000017858 Laurus nobilis Nutrition 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 235000005212 Terminalia tomentosa Nutrition 0.000 description 2
- 244000125380 Terminalia tomentosa Species 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- KQNZLOUWXSAZGD-UHFFFAOYSA-N benzylperoxymethylbenzene Chemical compound C=1C=CC=CC=1COOCC1=CC=CC=C1 KQNZLOUWXSAZGD-UHFFFAOYSA-N 0.000 description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 125000003636 chemical group Chemical group 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 2
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- HCDGVLDPFQMKDK-UHFFFAOYSA-N hexafluoropropylene Chemical group FC(F)=C(F)C(F)(F)F HCDGVLDPFQMKDK-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N methyl pentane Natural products CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 238000004091 panning Methods 0.000 description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 2
- 125000005496 phosphonium group Chemical group 0.000 description 2
- 125000004437 phosphorous atom Chemical group 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- GEGZKCLDAZQIQZ-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12-tetracosafluoro-1,12-diiodododecane Chemical compound FC(F)(I)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I GEGZKCLDAZQIQZ-UHFFFAOYSA-N 0.000 description 1
- QBEWJJSQJWLVAI-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-icosafluoro-1,10-diiododecane Chemical compound FC(F)(I)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I QBEWJJSQJWLVAI-UHFFFAOYSA-N 0.000 description 1
- JOQDDLBOAIKFQX-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-1,6-diiodohexane Chemical compound FC(F)(I)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)I JOQDDLBOAIKFQX-UHFFFAOYSA-N 0.000 description 1
- JILAKKYYZPDQBE-UHFFFAOYSA-N 1,1,2,2,3,3,4,4-octafluoro-1,4-diiodobutane Chemical compound FC(F)(I)C(F)(F)C(F)(F)C(F)(F)I JILAKKYYZPDQBE-UHFFFAOYSA-N 0.000 description 1
- WIEYKFZUVTYEIY-UHFFFAOYSA-N 1,1,2,2,3,3-hexafluoro-1,3-diiodopropane Chemical compound FC(F)(I)C(F)(F)C(F)(F)I WIEYKFZUVTYEIY-UHFFFAOYSA-N 0.000 description 1
- QAXIXNQNTVSJDK-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-1-chloro-3,3,5-trimethylhexane Chemical compound CC(C)CC(C)(C)CC(Cl)(OOC(C)(C)C)OOC(C)(C)C QAXIXNQNTVSJDK-UHFFFAOYSA-N 0.000 description 1
- WUMVZXWBOFOYAW-UHFFFAOYSA-N 1,2,3,3,4,4,4-heptafluoro-1-(1,2,3,3,4,4,4-heptafluorobut-1-enoxy)but-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)F WUMVZXWBOFOYAW-UHFFFAOYSA-N 0.000 description 1
- BZPCMSSQHRAJCC-UHFFFAOYSA-N 1,2,3,3,4,4,5,5,5-nonafluoro-1-(1,2,3,3,4,4,5,5,5-nonafluoropent-1-enoxy)pent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)=C(F)OC(F)=C(F)C(F)(F)C(F)(F)C(F)(F)F BZPCMSSQHRAJCC-UHFFFAOYSA-N 0.000 description 1
- HCUGPHQZDLROAY-UHFFFAOYSA-N 1,2-dichloro-1,1,2-trifluoro-2-iodoethane Chemical compound FC(F)(Cl)C(F)(Cl)I HCUGPHQZDLROAY-UHFFFAOYSA-N 0.000 description 1
- 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 1
- UICXTANXZJJIBC-UHFFFAOYSA-N 1-(1-hydroperoxycyclohexyl)peroxycyclohexan-1-ol Chemical compound C1CCCCC1(O)OOC1(OO)CCCCC1 UICXTANXZJJIBC-UHFFFAOYSA-N 0.000 description 1
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 description 1
- WFJINAXLTGKWLB-UHFFFAOYSA-N 1-ethenoxy-1,1,2,2,3,3-hexafluoro-3-(trifluoromethoxy)propane Chemical compound FC(F)(F)OC(F)(F)C(F)(F)C(F)(F)OC=C WFJINAXLTGKWLB-UHFFFAOYSA-N 0.000 description 1
- ZLFSOCVJMGQPTE-UHFFFAOYSA-N 1-ethenoxy-1,1,2,2-tetrafluoro-2-(trifluoromethoxy)ethane Chemical compound FC(F)(F)OC(F)(F)C(F)(F)OC=C ZLFSOCVJMGQPTE-UHFFFAOYSA-N 0.000 description 1
- YKWORVRLPTZONH-UHFFFAOYSA-N 1-ethenoxy-1,1,2,3,3,3-hexafluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)propane Chemical compound FC(F)(F)C(F)(F)C(F)(F)OC(F)(C(F)(F)F)C(F)(F)OC=C YKWORVRLPTZONH-UHFFFAOYSA-N 0.000 description 1
- KEFKGTYAXAQBCF-UHFFFAOYSA-N 1-methyl-4-[(4-methylphenyl)methylperoxymethyl]benzene Chemical group C1=CC(C)=CC=C1COOCC1=CC=C(C)C=C1 KEFKGTYAXAQBCF-UHFFFAOYSA-N 0.000 description 1
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 1
- KKKKCPPTESQGQH-UHFFFAOYSA-N 2-(4,5-dihydro-1,3-oxazol-2-yl)-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=NCCO1 KKKKCPPTESQGQH-UHFFFAOYSA-N 0.000 description 1
- ZDNUPMSZKVCETJ-UHFFFAOYSA-N 2-[4-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=C(C=2OCCN=2)C=C1 ZDNUPMSZKVCETJ-UHFFFAOYSA-N 0.000 description 1
- ROHTVIURAJBDES-UHFFFAOYSA-N 2-n,2-n-bis(prop-2-enyl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N(CC=C)CC=C)=N1 ROHTVIURAJBDES-UHFFFAOYSA-N 0.000 description 1
- LPIQIQPLUVLISR-UHFFFAOYSA-N 2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CC(=C)C1=NCCO1 LPIQIQPLUVLISR-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- BAPUCRLNQVYFEZ-UHFFFAOYSA-N 4,5-dihydro-1,3-oxazole;2,3-dihydro-1h-pyrrole Chemical compound C1CC=CN1.C1CN=CO1 BAPUCRLNQVYFEZ-UHFFFAOYSA-N 0.000 description 1
- CSGQGLBCAHGJDR-UHFFFAOYSA-N 4-propan-2-yl-2-[6-(4-propan-2-yl-4,5-dihydro-1,3-oxazol-2-yl)pyridin-2-yl]-4,5-dihydro-1,3-oxazole Chemical compound CC(C)C1COC(C=2N=C(C=CC=2)C=2OCC(N=2)C(C)C)=N1 CSGQGLBCAHGJDR-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 229910004762 CaSiO Inorganic materials 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical group C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 239000004614 Process Aid Substances 0.000 description 1
- DAWGHOFMVLBNEE-UHFFFAOYSA-N [dichloro-[dichloro(phenyl)methyl]peroxymethyl]benzene Chemical compound C=1C=CC=CC=1C(Cl)(Cl)OOC(Cl)(Cl)C1=CC=CC=C1 DAWGHOFMVLBNEE-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- HFEHLDPGIKPNKL-UHFFFAOYSA-N allyl iodide Chemical compound ICC=C HFEHLDPGIKPNKL-UHFFFAOYSA-N 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000003851 azoles Chemical class 0.000 description 1
- AYJRCSIUFZENHW-DEQYMQKBSA-L barium(2+);oxomethanediolate Chemical compound [Ba+2].[O-][14C]([O-])=O AYJRCSIUFZENHW-DEQYMQKBSA-L 0.000 description 1
- USFRYJRPHFMVBZ-UHFFFAOYSA-M benzyl(triphenyl)phosphanium;chloride Chemical compound [Cl-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)CC1=CC=CC=C1 USFRYJRPHFMVBZ-UHFFFAOYSA-M 0.000 description 1
- NHEUUFQZSIJBCY-UHFFFAOYSA-N butylperoxy 2-ethylhexyl carbonate Chemical group CCCCOOOC(=O)OCC(CC)CCCC NHEUUFQZSIJBCY-UHFFFAOYSA-N 0.000 description 1
- WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical compound [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 229910001634 calcium fluoride Inorganic materials 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
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- 239000003086 colorant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000011231 conductive filler Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 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
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229960001545 hydrotalcite Drugs 0.000 description 1
- 229910001701 hydrotalcite Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 150000002497 iodine compounds Chemical class 0.000 description 1
- GHXZPUGJZVBLGC-UHFFFAOYSA-N iodoethene Chemical compound IC=C GHXZPUGJZVBLGC-UHFFFAOYSA-N 0.000 description 1
- YOBAEOGBNPPUQV-UHFFFAOYSA-N iron;trihydrate Chemical compound O.O.O.[Fe].[Fe] YOBAEOGBNPPUQV-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- 229920002521 macromolecule Polymers 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
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 238000010606 normalization Methods 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material 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
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
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Abstract
Description
業內期望包含具有酸性端基之全氟聚合物之全氟彈性體組成物,其實質上不含金屬及/或磷原子,其用於諸如半導體工業等應用中。
在另一態樣中,描述一種使全氟彈性體膠固化之方法,其包含:(a)提供混合物,其包含(i)包含羧酸積分吸光度比為至少0.015之全氟化聚合物之全氟彈性體膠;及(ii)包含至少一個 唑部分之化合物;及
(b)使該混合物與固化劑反應。
以上的發明內容非意欲描述各實施例。本發明的一或多個實施例的細節也會在以下說明中提出。其他特徵、目標、以及優點於說明以及申請專利範圍中將為顯而易見。
如本文中所使用,用語「一(a/an)」以及「該(the)」係可互換使用,並且意指一或多者;而「及/或(and/or)」係用於表示一或兩項陳述之事例可能發生,例如A及/或B包括(A及B)以及(A或B);「芳基(aryl)」係指為芳香族之單價基團。脂肪族取代之芳基係亦在芳基部分上包含脂肪族殘基之單價芳香族基團;「主鏈(backbone)」係指聚合物之主要連續鏈;「交聯(crosslinking)」係指使用化學鍵或化學基連接兩條預形成之聚合物鏈;「交互聚合(interpolymerized)」係指聚合在一起以形成聚合物主鏈之單體;「單體(monomer)」是一種可進行聚合作用然後形成聚合物基本結構之部分的分子;「單體單元(monomeric unit)」係衍生自單體之二價重複單元;
「全氟化(perfluorinated)」意指衍生自烴、其中所有氫原子皆經氟原子置換之基團或化合物。然而,一全氟化化合物仍可含有氟及碳原子以外的其他原子,像是氧原子、氯原子、溴原子以及碘原子;「寡聚物(oligomer)」係指包含少於20個交互聚合之二價單體單元之結構。寡聚物具有至少1,000道耳頓且至多10,000道耳頓之數量平均分子量(Mn);而「聚合物(polymer)」係指包含交互聚合之二價單體單元之巨觀結構。該聚合物具有至少50,000道耳頓、至少100,000道耳頓、至少300,000道耳頓、至少500,000道耳頓、至少750,000道耳頓、至少1,000,000道耳頓、或甚至至少1,500,000道耳頓之數量平均分子量(Mn),且其分子量不會高至造成聚合物過早膠化。
亦如文中所述,引述對於由端點所定出之範圍包括所有包含在該範圍內的數字(例如,1至10包括1.4、1.9、2.33、5.75、9.98等)。
亦如文中所述,引述「至少一者」包括一及大於一的所有數字(例如,至少2、至少4、至少6、至少8、至少10、至少25、至少50、至少100等)。
本申請案係關於非晶形全氟化聚合物,其係用於全氟彈性體膠中。隨後使全氟彈性體膠固化以形成全氟化彈性體。本揭露之非晶形全氟化聚合物(在本文中稱為全氟化聚合物)包含酸性端基。
全氟化彈性體廣泛用於多種遭遇嚴峻環境之應用中,特別地用於發生暴露於高溫及腐蝕性化學品之最終用途中。在半導體工
業中,全氟彈性體係用於需要對NF3電漿具有耐受性之製程中。然而,此種工業尤其對關於金屬離子及磷之材料純度具有嚴格要求。
全氟彈性體之耐高溫性及耐化學性可歸因於形成聚合物主鏈之主要部分之共聚合全氟化單體單元的穩定性及惰性。全氟化聚合物通常含有少量較不穩定之共聚合固化位點單體,該等單體促進全氟化聚合物之有效交聯及固化化學過程。聚合物鏈之起始及終止聚合之末端(在本文中被稱為端基)亦可含有反應性基團,其係衍生自起始劑、鏈轉移劑、分子量調節劑、及/或聚合期間存在之其他化合物。
若全氟聚合物包含性質為酸性之端基,則在後續過氧化物固化期間及/或在其之後聚合物之性能可受到影響。因此,在傳統上已將穩定化合物添加至全氟彈性體膠中,以使此等酸性端基穩定並改良例如所得全氟彈性體之壓縮變形。該等穩定化合物通常包括例如金屬氫氧化物(如氫氧化鈣及氫氧化鍶);金屬氧化物(如氧化鎂、氧化鉛、氧化鈣、氧化鋅);金屬碳酸鹽(如碳酸鋇、水滑石、及碳酸鈣);或含磷鹽(如三苯基苄基氯化鏻)。然而,在一些應用中,金屬及磷原子係不理想的,此乃因其等會污染使用該彈性體之製程。
如本文中所用,片語「唑部分(oxazole moiety)」係指雜環結構,其中該雜環結構係包含被一個碳原子分開之氮原子及氧原子之五員環。如本文中所用,唑部分包括唑啉,其中五員環包含一個雙鍵。不飽和鍵可位於三個由以下通式表示之位置中之一者,其中A、R、及R1-R4表示原子或化學基團。
在一個實施例中,包含唑部分之化合物包含根據式I或II之結構:
其中A係選自由以下組成之群組:氫;具有1個至20個碳原子之環狀或非環狀脂肪族部分或者經取代之環狀或非環狀脂肪族部分;具有6個至20個碳原子、較佳地6個至12個碳原子之芳基或經脂肪族取代之芳基殘基;及包含約2個至200,000個重複單元、較佳地2個至100個、或甚至2個至20個重複單元之聚合物或寡聚物殘基;R、R1、R2及R3獨立地表示H、CH3、CH2CH3、或C6H5;R1及R2獨立地表示H或CH3,前提係R1及R2不均為CH3;n表示1、2、3、或4之整數;且m表示2至200000、2至100、或甚至2至20之整數。
包含式I之唑部分之例示性化合物包括:4,5-二氫-唑(2-唑啉);4,5-二氫-2-甲基-唑(2-甲基-2-唑啉);2-乙基-4,5-二氫-唑(2-乙基-2-唑啉);4,5-二氫-2-(1-甲基乙烯基)-唑(2-異丙烯基-2-唑啉);4,5-二氫-2-(1-甲基乙基)-唑(2-異丙基-2-唑啉);2-乙烯基-4,5-二氫-唑(2-乙烯基-2-唑啉);4,5-二氫-2-苯基-唑(2-苯基-2-唑啉);
4,5-二氫-2-唑胺(2-胺基-2-唑啉);4,4',5,5'-四氫-2,2'-聯唑(2,2'-雙(2-唑啉));2,2'-(1,3-伸苯基)雙[4,5-二氫-唑](1,3-雙(4,5-二氫-2-唑基)苯);2,2'-(1,4-伸苯基)雙[4,5-二氫-唑](1,4-雙(4,5-二氫-2-唑基)苯);2,6-雙[(4S)-4,5-二氫-4-(1-甲基乙基)-2-唑基]-吡啶(2,2'-(2,6-吡啶-二基)雙(4-異丙基-2-唑啉));2,2'-(1-甲基亞乙基)雙[4,5-二氫-4-苯基-(4S,4'S)-唑(2,2'-亞異丙基-雙(4-苯基-2-唑啉));2,2'-(2,4-丁二基)雙[4,5-二氫唑];2,2'-(1,2-乙二基)雙[4,5-二氫唑];2,2'-(1,4-伸苯基)雙(4,5-二氫唑];2,2'-(1,5-萘基)雙(4,5-二氫唑];2,2'-(1,3-伸苯基)雙[4,5-二氫唑);及2,2'-(1,8-蒽基)雙[4,5-二氫唑]。
包含式II之唑部分之例示性化合物包括:具有側接唑部分之寡聚物及聚合物材料,如聚[2-(烯基)4,5-二氫唑],例如聚[4,5-二氫-2-(1-甲基乙烯基)-唑]或聚[2-異丙烯基-2-唑啉]。具有側接唑基團之聚合物或寡聚物亦可以商標名稱「EPOCROS」自日本大阪(Osaka,Japan)Nippon Shokubai有限公司購得。
將包含至少一個唑部分之化合物與全氟彈性體膠混合。每100重量份數之全氟化聚合物使用至少約0.5重量份數、或甚至1重量份數;且至多約3重量份數、5重量份數、或甚至8重量份
數的包含至少一個唑部分之化合物。但包含至少一個唑部分之化合物的量一般將取決於所使用化合物之性質。
全氟化聚合物係包含交互聚合之重複二價單體單元之大分子,其中每一單體單元均經全氟化(換言之,該單體單元包含至少一個C-F鍵且不含C-H鍵)。全氟化聚合物可包含基於如業內已知所使用的起始劑及/或鏈轉移劑未全氟化之端基。
全氟化聚合物一般係藉由使一或多種類型之全氟化單體(如全氟化烯烴及包含醚鍵聯之全氟化烯烴)聚合來獲得。例示性全氟化單體包括:四氟乙烯、六氟丙烯、五氟丙烯、三氟氯乙烯、全氟乙烯基醚、及全氟烯丙基醚。
本揭露中可使用之全氟乙烯基醚之實例包括對應於下式之彼等:CF2=CF-O-Rf,其中Rf表示可不含、含有一或多個氧原子以及至多12個、10個、8個、6個或甚至4個碳原子之全氟化脂肪族基團。例示性全氟化乙烯基醚對應於下式:CF2=CFO(Ra fO)n(Rb fO)mRc f,其中Ra f及Rb f係不同的具有1個至6個碳原子、特別地2個至6個碳原子之線性或支鏈全氟伸烷基,m及n獨立地為0至10且Rc f係具有1個至6個碳原子之全氟烷基。全氟化乙烯基醚之具體實例包括全氟(甲基乙烯基)醚(PMVE)、全氟(乙基乙烯基)醚(PEVE)、全氟(正丙基乙烯基)醚(PPVE-1)、全氟-2-丙氧基丙基乙烯基醚(PPVE-2)、全氟-3-甲氧基-正丙基乙烯基醚、全氟-2-甲氧基-乙基乙烯基醚、及CF3-(CF2)2-O-CF(CF3)-CF2-O-CF(CF3)-CF2-O-CF=CF2。
本揭露中可使用之全氟烯丙基醚之實例包括對應於下式之彼等:CF2=CF(CF2)-O-Rf,其中Rf表示可不含、含有一或多個氧原子以及至多10個、8個、6個或甚至4個碳原子之全氟化脂肪族基團。全氟化烯丙基醚之具體實例包括:CF2=CF2-CF2-O-(CF2)nF,其中n係1至5之整數;以及CF2=CF2-CF2-O-(CF2)x-O-(CF2)y-F,其中x係2至5之整數且y係1至5之整數。全氟化烯丙基醚之具體實例包括全氟(甲基烯丙基)醚(CF2=CF-CF2-O-CF3)、全氟(乙基烯丙基)醚、全氟(正丙基烯丙基)醚、全氟-2-丙氧基丙基烯丙基醚、全氟-3-甲氧基-正丙基烯丙基醚、全氟-2-甲氧基-乙基烯丙基醚、全氟-甲氧基-甲基烯丙基醚、及CF3-(CF2)2-O-CF(CF3)-CF2-O-CF(CF3)-CF2-O-CF2CF=CF2、及其組合。
在本揭露中,全氟化聚合物可於存在鏈轉移劑及/或固化位點單體之情形下聚合,以將諸如I、Br、及/或CN等固化位點引入氟聚合物中。
例示性鏈轉移劑包括:碘-鏈轉移劑、溴-鏈轉移劑、或氯-鏈轉移劑。例如,聚合中合適的碘-鏈轉移劑包括式RIx,其中(i)R係具有3個至12個碳原子之全氟烷基或氯全氟烷基;且(ii)x=1或2。碘-鏈轉移劑可為全氟化之碘化合物。例示性碘-全氟-化合物包括1,3-二碘全氟丙烷、1,4-二碘全氟丁烷、1,6-二碘全氟己烷、1,8-二碘全氟辛烷、1,10-二碘全氟癸烷、1,12-二碘全氟十二烷、2-碘-1,2-二氯-1,1,2-三氟乙烷、4-碘-1,2,4-三氯全氟丁烷、及其混合物。在一些實施例中,溴係衍生自下式之溴化鏈轉移劑:RBrx,其中(i)R係具有3個
至12個碳原子之全氟烷基或氯全氟烷基;且(ii)x=1或2。鏈轉移劑可為全氟化之溴化合物。
在一個實施例中,固化位點單體可衍生自一或多種下式化合物:a)CX2=CX(Z),其中:(i)X各自獨立地為H或F;且(ii)Z係I、Br、R f -U,其中U=I或Br且R f =可選地含有O原子之全氟化伸烷基;或(b)Y(CF2)qY,其中:(i)Y係Br或I或Cl且(ii)q=1-6。另外,可使用非氟化之溴-烯烴或碘-烯烴,例如乙烯基碘及烯丙基碘。在一些實施例中,固化位點單體係衍生自一或多種選自由以下組成之群組之化合物:CF2=CFCF2I、ICF2CF2CF2CF2I、CF2=CFCF2CF2I、CF2=CFOCF2CF2I、CF2=CFOCF2CF2CF2I、CF2=CFOCF2CF2CH2I、CF2=CFCF2OCH2CH2I、CF2=CFO(CF2)3--OCF2CF2I、CF2=CFCF2Br、CF2=CFOCF2CF2Br、CF2=CFCl、CF2=CFCF2Cl、及其組合。
在另一個實施例中,固化位點單體包含含氮固化部分。有用的含氮固化位點單體包括含腈之氟化烯烴及含腈之氟化乙烯基醚,如:全氟(8-氰基-5-甲基-3,6-二氧雜-1-辛烯);CF2=CFO(CF2)LCN,其中L係2至12之整數;CF2=CFO(CF2)uOCF(CF3)CN,其中u係2至6之整數;CF2=CFO[CF2CF(CF3)O]q(CF2O)yCF(CF3)CN或CF2=CFO[CF2CF(CF3)O]q(CF2)yOCF(CF3)CN,其中q係0至4之整數且y係0至6之整數;或CF2=CF[OCF2CF(CF3)]rO(CF2)tCN,其中r係1或2,且t係1至4之整數;以及前述之衍生物及組合。含腈之
固化位點單體之實例包括CF2=CFO(CF2)5CN、CF2=CFOCF2CF(CF3)OCF2CF2CN、CF2=CFOCF2CF(CF3)OCF2CF(CF3)CN、CF2=CFOCF2CF2CF2OCF(CF3)CN、CF2=CFOCF2CF(CF3)OCF2CF2CN;及其組合。
本揭露之全氟化聚合物包含酸性端基。該等酸性端基可藉由基於傅立葉變換紅外分析法(Fourier transform infrared analysis,FTIR)之積分吸光度比方法來測定並依賴於全氟化彈性體膠之壓膜之FTIR光譜中主峰下方之基線校正之積分吸收。該方法係揭示於下文中並更詳細地論述於美國專利第6,114,452號(Schmiegel)及第8,604,137號(Grootaert等人)中,其併入本文中作為參考。
在本揭露中,檢查FTIR光譜之四個不同區域。
首先,量測介於大約1620cm-1與1840cm-1之間之最突出峰之積分吸光度。該等峰對應於歸因於羰基部分之吸光度,包括該聚合物中所存在之羧基、羧酸酯、及羧醯胺基團。
其次,量測介於大約1755cm-1與1797cm-1之間之最突出峰之積分吸光度。該等峰對應於歸因於該聚合物中所存在之羧酸基團之吸光度。
第三,測定介於2220cm-1與2740cm-1之間之C-F伸縮泛頻峰,此指示樣本之厚度。此值係用於基線校正(或正規化)羰基及羧酸峰值之積分吸光度。
若全氟化聚合物包含腈基團(如腈固化位點),則量測介於大約2232cm-1與2277cm-1之間之最突出峰之積分吸光度。然後將此值自C-F伸縮泛頻峰值減去,此乃因C-N伸縮與C-F伸縮泛頻峰重疊,以產生「經校正C-F伸縮泛頻峰」。
然後藉由將羰基積分吸光度除以C-F伸縮泛頻峰(或若存在腈,則除以經校正C-F伸縮泛頻峰)以生成羰基積分吸光度比來判定積分吸光度值。在一個實施例中,本揭露之全氟彈性體膠具有至少0.060、或甚至0.065之羰基積分吸光度比。在另一個實施例中,藉由將羧酸積分吸光度除以C-F伸縮泛頻峰(或若存在腈,則除以經校正C-F伸縮泛頻峰)以生成羧酸積分吸光度比來判定羧酸積分吸光度比。在一個實施例中,本揭露之全氟彈性體膠具有至少0.012、或甚至0.015之羧酸積分吸光度比。
全氟化彈性體膠之交聯可利用過氧化物固化系統(或固化劑)來實施。
過氧化物固化劑包括有機或無機過氧化物。有機過氧化物較佳,特別是在動態混合溫度下不分解之彼等。
使用過氧化物之交聯一般可藉由使用有機過氧化物作為交聯劑及諸如以下等交聯助劑(若需要)來實施:甘油之二烯丙基醚、三烯丙基磷酸、己二酸二烯丙基酯、二烯丙基三聚氰胺及三烯丙基異氰尿酸酯(TAIC)、三(甲基)烯丙基異氰尿酸酯(TMAIC)、三(甲基)
烯丙基氰尿酸酯、聚-三烯丙基異氰尿酸酯(聚-TAIC)、伸二甲苯基-雙(二烯丙基異氰尿酸酯)(XBD)、及N,N'-間-伸苯基雙馬來醯亞胺。有機過氧化物之實例包括過氧化苯甲醯、過氧化二異丙苯、過氧化二-第三丁基、2,5-二-甲基-2,5-二-第三丁基過氧基己烷、過氧化2,4-二氯苯甲醯、1,1-雙(第三丁基過氧基)-3,3,5-三甲基氯己烷、異丙基碳酸第三丁基過氧基酯(TBIC)、2-乙基己基碳酸第三丁基過氧基酯(TBEC)、2-乙基己基碳酸第三戊基過氧基酯、異丙基碳酸第三己基過氧基酯、碳過氧酸、O,O'-1,3-丙烷二基OO,OO'-雙(1,1-二甲基乙基)酯、苯甲酸第三丁基過氧基酯、2-乙基己酸第三己基過氧基酯、2-乙基己酸第三丁基過氧基酯、過氧化二(4-甲基苯甲醯)、過氧化月桂醯、及過氧化環己酮。其他合適的過氧化物固化劑係列示於美國專利第5,225,504號(Tatsu等人)中。過氧化物固化劑之使用量一般將為每100份之全氟化聚合物0.1重量份數至5重量份數、較佳地1重量份數至3重量份數。其他習知之自由基起始劑適於與本揭露一起使用。
此交聯劑及交聯助劑各自可以通常已知之量使用,且所用量可由所屬技術領域中具有通常知識者適當地判定。該等組份中每一者參與交聯之所用量可為例如每100質量份數之全氟化聚合物約1質量份數或更多、約5質量份數或更多、約10質量份數或更多、或約15質量份數或更多、且約60質量份數或更少、約40質量份數或更少、約30質量份數或更少、或約20質量份數或更少。參與交聯之組份之總量可為例如每100質量份數之全氟化聚合物約1質量份數或更
多、約5質量份數或更多、或約10質量份數或更多、且約60質量份數或更少、約40質量份數或更少、或約30質量份數或更少。
出於例如增強強度或賦予功能之目的,可將諸如例如填料、製程助劑、或著色劑等習知佐劑添加至該組成物中。
該等填料包括:有機或無機填料,如黏土、矽土(SiO2)、氧化鋁、鐵紅、滑石、矽藻土、硫酸鋇、矽灰石(CaSiO3)、碳酸鈣(CaCO3)、氟化鈣、氧化鈦、氧化鐵及碳黑填料,可將聚四氟乙烯粉末、PFA(TFE/全氟乙烯基醚共聚物)粉末、導電填料、散熱填料及諸如此類作為可選組份添加至該組成物中。所屬技術領域中具有通常知識者能夠選擇達成硫化化合物之期望物理特性所需要量之具體填料。填料組份可導致能夠保持較佳彈性及物理拉力(如伸長率及拉伸強度值所示)、同時保持諸如低溫回縮(TR-10)等期望性質之化合物。
在一個實施例中,該組成物包含小於40重量%、30重量%、20重量%、15重量%、或甚至10重量%之無機填料。
然後可將該混合物如藉由擠出或模塑加工並成型以形成各種形狀之物品,如由本揭露之組成物構成之片材、軟管、軟管襯裡、o-環、墊片、或封條。然後可加熱成型物品以使膠組成物固化並形成已固化之彈性體物品。
壓製經混合之混合物(例如加壓式固化)通常在約120℃至220℃、較佳地約140℃至200℃之溫度下進行約1分鐘至約15小時、經常約1分鐘至15分鐘之時期。在模塑該組成物中通常使用約700kPa至20,000kPa、較佳地約3400kPa至6800kPa之壓力。首先可將模具用釋離劑塗布並預烘乾。
可使模製硫化橡膠在烘箱中在約140℃至240℃之溫度下、較佳地在約160℃至230℃之溫度下後固化約1小時至24小時或更久之時期,此取決於樣本之橫截面厚度。對於較厚之截面而言,後固化期間之溫度通常自該範圍之下限逐漸升高至期望之最高溫度。所用之最高溫度較佳為約260℃,並在此值下保持約1小時或更久。
壓縮形變係全氟彈性體在移除力後所保持之變形。通常,壓縮形變值愈低愈好(即,材料變形較少)。在本揭露之一個實施例中,與在無包含至少一個唑部分之化合物情況下製得之同樣已固化之全氟彈性體相比,在無傳統穩定化合物情況下製得並包括包含至少一個唑部分之化合物之已固化全氟彈性體具有改良之壓縮形變。
在本揭露之一個實施例中,包含全氟彈性體膠或已固化之全氟彈性體之組成物實質上不含金屬及/或鏻原子。如本文中所用,基本上不含金屬或基本上不含鏻原子意指每100重量份數之全氟化彈性體小於約0.02重量份數、0.01重量份數、0.005重量份數、或甚至0.001重量份數,或者甚至不存在。
在本揭露之一個實施例中,包含全氟彈性體膠或已固化之全氟彈性體之組成物實質上不含傳統穩定化合物。如本文中所用,基本上不含意指每100重量份數之全氟化彈性體小於約0.02重量份數、0.01重量份數、0.005重量份數、或甚至0.001重量份數,或者甚至不存在。
本揭露之組成物可用於物品中,如軟管、墊片、或封條。該等組成物可被固化或可不被固化。
本揭露之例示性實施例包括以下:
實施例5.如前述實施例中任一項之組成物,其中該全氟化聚合物包含衍生自選自四氟乙烯、六氟丙烯、全氟烷基乙烯基醚、及全氟烷基烯丙基醚之單體之交互聚合之單元。
實施例6.如前述實施例中任一項之組成物,其中該全氟化聚合物包含選自溴、碘、及腈中之至少一者之固化位點。
實施例7.如前述實施例中任一項之組成物,其中該組成物實質上不含金屬及磷。
實施例8.如前述實施例中任一項之組成物,其進一步包含過氧化物固化劑。
實施例9.如實施例8之組成物,其中該過氧化物固化劑選自以下中之至少一者:過氧化苯甲醯、過氧化二氯苯甲醯、過氧化二異丙苯、2,5-二甲基-2,5-二(第三丁基過氧基)己烷、過氧化二-第三丁基、苯甲酸第三丁基過氧基酯、及2,5-二甲基-2,5-二(第三丁基過氧基)己烷-3、及過氧化月桂醯。
實施例10.如實施例8至9中任一項之組成物,其進一步包含選自1,3,5-三烯丙基異氰尿酸酯(TAIC)、1,3,5-三甲基烯丙基異氰尿酸酯(TMAIC)中之至少一者之助劑。
實施例11.如前述實施例中任一項之組成物,其進一步包含選自碳黑、石墨、黏土、矽土、滑石、矽藻土、二氧化鈦、及碳酸鈣中之至少一者之無機填料。
實施例12.一種已固化之物品,其包含如前述實施例中任一項之組成物。
實施例13.如實施例12之已固化之物品,其中該已固化之物品係軟管、墊片、或封條。
實施例14.一種使全氟彈性體膠固化之方法,其包含:(a)提供混合物,其包含(i)包含羧酸積分吸光度比為至少0.015之全氟化聚合物之全氟彈性體膠;及(ii)包含至少一個唑部分之化合物;及(b)使該混合物與固化劑反應。
實施例15.如實施例14之方法,其中該氟彈性體膠實質上不含金屬及磷。
實施例18.如實施例14至17中任一項之方法,其中該全氟化聚合物包含衍生自選自四氟乙烯、六氟丙烯、全氟烷基乙烯基醚、及全氟烷基烯丙基醚中之至少一者之單體之交互聚合之單元。
實施例19.如實施例14至18中任一項之方法,其中該固化劑係選自過氧化物。
實施例21.如實施例14至20中任一項之方法,其中該全氟化聚合物包含選自溴、碘、及腈中之至少一者之固化位點。
實施例22.如實施例14至21中任一項之方法,其中該組成物實質上不含金屬及磷。
除非另有所述,否則實例及說明書其他部分中的所有份數、百分比、比率等係以重量計,且實例中所用的所有試劑係自諸如Sigma-Aldrich Company,Saint Louis,Missouri之一般化學供應商獲得或購得,或者可藉由習知方法合成。
以下實例中使用這些縮寫:phr=每百份橡膠的份數;g=克,min=分鐘,hr=小時,℃=攝氏度,MPa=兆帕,且N-m=牛頓米(Newton-meter)。
使用傅立葉變換紅外光譜儀分析全氟彈性體樣本以判定積分吸光度比。下表1中顯示每次分析使用64次掃描所得之不同波數範圍之積分吸光度比。
藉由量測介於1620cm-1與1840cm-1之間之積分峰強度並將其除以介於2220cm-1與2740cm-1之間之積分峰強度來判定羰基Int.Abs.。若檢測到腈峰(2232cm-1至2277cm-1),則將其自C-F泛頻峰(2200cm-1至2740cm-1)減去來判定該比。
藉由量測介於1755cm-1與1797cm-1之間之積分峰強度並將其除以介於2220cm-1與2740cm-1之間之積分峰強度來判定羧酸Int.Abs.。若檢測到腈峰(2232cm-1至2277cm-1),則將其自C-F泛頻峰(2200cm-1至2740cm-1)減去來判定該比。
使用未固化、未混合之樣本並使用Alpha technologies,Akron,OH以商標名稱PPA 2000出售之流變儀,根據ASTM D 5289-93a以177℃、無預熱、15分鐘經過時間、及0.5度弧來實施固化流變學測試。量測在未獲得穩定或最大扭矩(MH)之指定時期期間所得到之最小扭矩(ML)及最高扭矩。亦量測扭矩在ML(ts 2)以上增加2個單元之時間、扭矩達到等於ML+0.1(MH-ML)之值之時間(t'10)、扭矩達到等於ML+0.5(MH-ML)之值之時間(t'50)、及扭矩達到ML+0.9(MH-ML)之時間(t'90)。結果報告於表2至5中。
將具有0.139英吋(3.5mm)之橫截面厚度之O-環及具有2.0mm之厚度之片材模塑並加壓式固化,接著如表中所述進行後固化。自片材切下啞鈴式樣品,並使其經受與ASTM D412-06a(2013)中所揭示之程序類似的物理性質測試。使O-環以25%初始撓曲經受與ASTM 395-89方法B中所揭示之程序類似的壓縮形變測試。結果報告於表2至4中。
將200g批料與表2至5中所列示之量之材料在雙輥磨機上混合。
如上表5中所顯示,扭矩之增加表明PBO有助於氟彈性體之交聯。
本發明中可預見的各種修改與變更對於所屬技術領域中具有通常知識者將為顯而易見且不悖離本發明之範圍與精神。本發明不應限於本申請案中出於說明目的所提出之實施例。
Claims (8)
- 如請求項1之組成物,其中該組成物實質上不含金屬及磷。
- 如請求項1之組成物,其進一步包含過氧化物固化劑。
- 一種已固化之物品,其包含如請求項1之組成物。
- 如請求項5之已固化之物品,其中該已固化之物品係軟管、墊片、或封條。
- 如請求項7之方法,其中該組成物實質上不含金屬及磷。
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