JP4979987B2

JP4979987B2 - プロピレン系重合体組成物、および該組成物を用いてなる成形体

プロピレン系重合体組成物、および該組成物を用いてなる成形体 Download PDF

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Publication number: JP4979987B2
Authority: JP; Japan
Prior art keywords: propylene; cyclopentadienyl; zirconium dichloride; methylene; butylfluorenyl
Prior art date: 2006-06-02
Legal status : Active

Application number

JP2006155030A

Other languages

English (en)

Japanese (ja)

Other versions

JP2007321098A (ja

JP2007321098A5 (enrdf_load_stackoverflow

Inventor

勝彦岡本

亮二森

貴中川

靖土肥

Current Assignee

Mitsui Chemicals Inc

Original Assignee

Mitsui Chemicals Inc

Priority date

2006-06-02

Filing date

2006-06-02

Publication date

2012-07-18

2006-06-02 Application filed by Mitsui Chemicals Inc filed Critical Mitsui Chemicals Inc

2006-06-02 Priority to JP2006155030A priority Critical patent/JP4979987B2/ja

2007-12-13 Publication of JP2007321098A publication Critical patent/JP2007321098A/ja

2009-05-28 Publication of JP2007321098A5 publication Critical patent/JP2007321098A5/ja

2012-07-18 Application granted granted Critical

2012-07-18 Publication of JP4979987B2 publication Critical patent/JP4979987B2/ja

Status Active legal-status Critical Current

2026-06-02 Anticipated expiration legal-status Critical

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229920001155 polypropylene Polymers 0.000 title claims description 158
239000000203 mixture Substances 0.000 title claims description 154
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 185
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 177
239000004711 α-olefin Substances 0.000 claims description 152
229920000642 polymer Polymers 0.000 claims description 113
229920000089 Cyclic olefin copolymer Polymers 0.000 claims description 85
125000004432 carbon atom Chemical group C* 0.000 claims description 73
229920005989 resin Polymers 0.000 claims description 72
239000011347 resin Substances 0.000 claims description 72
238000000034 method Methods 0.000 claims description 63
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 62
239000005977 Ethylene Substances 0.000 claims description 62
NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 claims description 44
238000005259 measurement Methods 0.000 claims description 38
150000001336 alkenes Chemical class 0.000 claims description 29
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 28
229920001577 copolymer Polymers 0.000 claims description 23
238000000113 differential scanning calorimetry Methods 0.000 claims description 22
PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 claims description 22
RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 19
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 19
239000003208 petroleum Substances 0.000 claims description 19
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 19
238000002844 melting Methods 0.000 claims description 17
230000008018 melting Effects 0.000 claims description 17
235000007586 terpenes Nutrition 0.000 claims description 16
150000003505 terpenes Chemical class 0.000 claims description 15
229920002397 thermoplastic olefin Polymers 0.000 claims description 13
238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 claims description 12
229910052799 carbon Inorganic materials 0.000 claims description 10
230000004927 fusion Effects 0.000 claims description 7
238000009826 distribution Methods 0.000 claims description 5
229910052748 manganese Inorganic materials 0.000 claims description 5
239000004745 nonwoven fabric Substances 0.000 claims description 5
-1 Polypropylene Polymers 0.000 description 248
238000006116 polymerization reaction Methods 0.000 description 107
VPGLGRNSAYHXPY-UHFFFAOYSA-L zirconium(2+);dichloride Chemical compound Cl[Zr]Cl VPGLGRNSAYHXPY-UHFFFAOYSA-L 0.000 description 94
150000001875 compounds Chemical class 0.000 description 76
239000000243 solution Substances 0.000 description 68
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 66
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 62
239000004743 Polypropylene Substances 0.000 description 54
238000002425 crystallisation Methods 0.000 description 51
230000008025 crystallization Effects 0.000 description 50
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 45
230000000704 physical effect Effects 0.000 description 39
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 29
229920001971 elastomer Polymers 0.000 description 29
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 28
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 28
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 28
238000004519 manufacturing process Methods 0.000 description 27
230000015572 biosynthetic process Effects 0.000 description 26
238000003786 synthesis reaction Methods 0.000 description 26
NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 25
238000010521 absorption reaction Methods 0.000 description 24
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 24
239000000463 material Substances 0.000 description 24
239000000178 monomer Substances 0.000 description 24
239000000047 product Substances 0.000 description 24
239000005060 rubber Substances 0.000 description 24
WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 22
CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 22
150000008040 ionic compounds Chemical class 0.000 description 21
238000000465 moulding Methods 0.000 description 21
229910052757 nitrogen Inorganic materials 0.000 description 21
229920005672 polyolefin resin Polymers 0.000 description 21
229910052782 aluminium Inorganic materials 0.000 description 20
150000002430 hydrocarbons Chemical group 0.000 description 20
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 19
235000010210 aluminium Nutrition 0.000 description 19
239000003054 catalyst Substances 0.000 description 18
239000000126 substance Substances 0.000 description 18
238000006243 chemical reaction Methods 0.000 description 17
239000002904 solvent Substances 0.000 description 16
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 15
AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 14
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 14
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 14
DNBNQEQKKKBPHT-UHFFFAOYSA-L [Cl-].[Cl-].ClC1=CC=C(C=C1)C(C1=CC=C(C=C1)Cl)=[Zr+2](C1(C(C(C(C2(C3C(=C4C=5C=CC=CC=5CC4=C21)C=CCC3)C)(C)C)(C)C)(C)C)C)C1C=CC=C1 Chemical compound [Cl-].[Cl-].ClC1=CC=C(C=C1)C(C1=CC=C(C=C1)Cl)=[Zr+2](C1(C(C(C(C2(C3C(=C4C=5C=CC=CC=5CC4=C21)C=CCC3)C)(C)C)(C)C)(C)C)C)C1C=CC=C1 DNBNQEQKKKBPHT-UHFFFAOYSA-L 0.000 description 14
239000004927 clay Substances 0.000 description 14
239000010410 layer Substances 0.000 description 14
229920005604 random copolymer Polymers 0.000 description 14
229920002725 thermoplastic elastomer Polymers 0.000 description 14
238000005299 abrasion Methods 0.000 description 13
239000002734 clay mineral Substances 0.000 description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 12
150000002500 ions Chemical class 0.000 description 12
MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 12
LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 11
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 11
238000005481 NMR spectroscopy Methods 0.000 description 11
125000005234 alkyl aluminium group Chemical group 0.000 description 11
238000001816 cooling Methods 0.000 description 11
125000004435 hydrogen atom Chemical group [H]* 0.000 description 11
239000011572 manganese Substances 0.000 description 11
239000002685 polymerization catalyst Substances 0.000 description 11
238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 11
238000012360 testing method Methods 0.000 description 11
CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 10
GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 10
HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 10
239000003963 antioxidant agent Substances 0.000 description 10
238000000434 field desorption mass spectrometry Methods 0.000 description 10
239000011521 glass Substances 0.000 description 10
238000010438 heat treatment Methods 0.000 description 10
YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 10
230000002829 reductive effect Effects 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
229910004298 SiO 2 Inorganic materials 0.000 description 9
239000002250 absorbent Substances 0.000 description 9
230000002745 absorbent Effects 0.000 description 9
230000003078 antioxidant effect Effects 0.000 description 9
238000013016 damping Methods 0.000 description 9
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239000012044 organic layer Substances 0.000 description 9
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238000001228 spectrum Methods 0.000 description 9
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239000010936 titanium Substances 0.000 description 9
SZKKRCSOSQAJDE-UHFFFAOYSA-N Schradan Chemical group CN(C)P(=O)(N(C)C)OP(=O)(N(C)C)N(C)C SZKKRCSOSQAJDE-UHFFFAOYSA-N 0.000 description 8
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 8
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 8
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 8
239000008116 calcium stearate Substances 0.000 description 8
235000013539 calcium stearate Nutrition 0.000 description 8
238000004132 cross linking Methods 0.000 description 8
XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 8
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 8
150000004291 polyenes Chemical class 0.000 description 8
150000003839 salts Chemical class 0.000 description 8
229920006395 saturated elastomer Polymers 0.000 description 8
229910052710 silicon Inorganic materials 0.000 description 8
PDEFQWNXOUGDJR-UHFFFAOYSA-M sodium;2,2-dichloropropanoate Chemical compound [Na+].CC(Cl)(Cl)C([O-])=O PDEFQWNXOUGDJR-UHFFFAOYSA-M 0.000 description 8
239000007787 solid Substances 0.000 description 8
150000003624 transition metals Chemical class 0.000 description 8
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
IYYGCUZHHGZXGJ-UHFFFAOYSA-N but-1-ene;ethene;prop-1-ene Chemical compound C=C.CC=C.CCC=C IYYGCUZHHGZXGJ-UHFFFAOYSA-N 0.000 description 7
230000008859 change Effects 0.000 description 7
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238000005342 ion exchange Methods 0.000 description 7
229910052751 metal Inorganic materials 0.000 description 7
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VFLWKHBYVIUAMP-UHFFFAOYSA-N n-methyl-n-octadecyloctadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCN(C)CCCCCCCCCCCCCCCCCC VFLWKHBYVIUAMP-UHFFFAOYSA-N 0.000 description 7
239000012299 nitrogen atmosphere Substances 0.000 description 7
239000010703 silicon Substances 0.000 description 7
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
RWNKSTSCBHKHTB-UHFFFAOYSA-N Hexachloro-1,3-butadiene Chemical compound ClC(Cl)=C(Cl)C(Cl)=C(Cl)Cl RWNKSTSCBHKHTB-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
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125000003118 aryl group Chemical group 0.000 description 6
UHOVQNZJYSORNB-MZWXYZOWSA-N benzene-d6 Chemical compound [2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1[2H] UHOVQNZJYSORNB-MZWXYZOWSA-N 0.000 description 6
150000001768 cations Chemical class 0.000 description 6
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239000001257 hydrogen Substances 0.000 description 6
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238000004898 kneading Methods 0.000 description 6
229910052943 magnesium sulfate Inorganic materials 0.000 description 6
235000019341 magnesium sulphate Nutrition 0.000 description 6
239000002667 nucleating agent Substances 0.000 description 6
150000002894 organic compounds Chemical class 0.000 description 6
150000001451 organic peroxides Chemical class 0.000 description 6
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 6
229920000098 polyolefin Polymers 0.000 description 6
239000011148 porous material Substances 0.000 description 6
230000008569 process Effects 0.000 description 6
235000017557 sodium bicarbonate Nutrition 0.000 description 6
229910000030 sodium bicarbonate Inorganic materials 0.000 description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
HFKJQIJFRMRSKM-UHFFFAOYSA-N [3,5-bis(trifluoromethyl)phenoxy]boronic acid Chemical compound OB(O)OC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 HFKJQIJFRMRSKM-UHFFFAOYSA-N 0.000 description 5
HZAGIPZYQVBIFN-UHFFFAOYSA-L [Cl-].[Cl-].C=[Zr+2](C1=C(C(=CC=2C3=CC(=C(C=C3CC1=2)C1=CC=CC=C1)C(C)(C)C)C(C)(C)C)C1=CC=CC=C1)C1C=CC=C1 Chemical compound [Cl-].[Cl-].C=[Zr+2](C1=C(C(=CC=2C3=CC(=C(C=C3CC1=2)C1=CC=CC=C1)C(C)(C)C)C(C)(C)C)C1=CC=CC=C1)C1C=CC=C1 HZAGIPZYQVBIFN-UHFFFAOYSA-L 0.000 description 5
150000001993 dienes Chemical class 0.000 description 5
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239000000806 elastomer Substances 0.000 description 5
239000012760 heat stabilizer Substances 0.000 description 5
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239000003999 initiator Substances 0.000 description 5
238000002347 injection Methods 0.000 description 5
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239000003446 ligand Substances 0.000 description 5
238000012986 modification Methods 0.000 description 5
230000004048 modification Effects 0.000 description 5
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 5
CCCMONHAUSKTEQ-UHFFFAOYSA-N octadecene Natural products CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 5
150000003254 radicals Chemical class 0.000 description 5
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 5
AZSKHRTUXHLAHS-UHFFFAOYSA-N tris(2,4-di-tert-butylphenyl) phosphate Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(=O)(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C AZSKHRTUXHLAHS-UHFFFAOYSA-N 0.000 description 5
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GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 4
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FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
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230000009477 glass transition Effects 0.000 description 4
229910052735 hafnium Inorganic materials 0.000 description 4
125000005843 halogen group Chemical group 0.000 description 4
229910001502 inorganic halide Inorganic materials 0.000 description 4
239000007788 liquid Substances 0.000 description 4
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 4
229910052753 mercury Inorganic materials 0.000 description 4
VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 4
239000003921 oil Substances 0.000 description 4
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239000012071 phase Substances 0.000 description 4
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239000000843 powder Substances 0.000 description 4
239000011734 sodium Substances 0.000 description 4
229910052719 titanium Inorganic materials 0.000 description 4
229910052723 transition metal Inorganic materials 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
HTGQCLJTWPSFNL-UHFFFAOYSA-N (2-methylphenoxy)boronic acid Chemical compound CC1=CC=CC=C1OB(O)O HTGQCLJTWPSFNL-UHFFFAOYSA-N 0.000 description 3
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
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