JPH1160983A

JPH1160983A - モノマー、オリゴマー及び／またはポリマーインターカラントならびに表面修飾剤と層状物とのコインターカレーションによって形成したインターカレーション物及び当該インターカレーションで調製したナノ合成物

モノマー、オリゴマー及び／またはポリマーインターカラントならびに表面修飾剤と層状物とのコインターカレーションによって形成したインターカレーション物及び当該インターカレーションで調製したナノ合成物

Info

Publication number: JPH1160983A
Authority: JP; Japan
Prior art keywords: intercalant; intercalation; weight; composition; phyllosilicate
Prior art date: 1997-08-11
Legal status : Pending

Application number

JP9329903A

Other languages

English (en)

Japanese (ja)

Other versions

JPH1160983A5 (enExample

Inventor

Tie Lan

ランティエ

Gary W Beall

ダブリュ．ビールギャリー

Semeon Tsipursky

ティプルスキーセメオン

Current Assignee

Amcol International Corp

Original Assignee

Amcol International Corp

Priority date

1997-08-11

Filing date

1997-12-01

Publication date

1999-03-05

1997-08-11 Priority claimed from US08/907,950 external-priority patent/US6057396A/en

1997-12-01 Application filed by Amcol International Corp filed Critical Amcol International Corp

1999-03-05 Publication of JPH1160983A publication Critical patent/JPH1160983A/ja

2004-11-11 Publication of JPH1160983A5 publication Critical patent/JPH1160983A5/ja

Status Pending legal-status Critical Current

Links

238000009830 intercalation Methods 0.000 title claims abstract description 217
239000000178 monomer Substances 0.000 title claims abstract description 173
230000002687 intercalation Effects 0.000 title claims abstract description 166
229920000642 polymer Polymers 0.000 title claims abstract description 148
239000000463 material Substances 0.000 title claims abstract description 122
239000003795 chemical substances by application Substances 0.000 title abstract description 33
229920002994 synthetic fiber Polymers 0.000 title 1
229910052615 phyllosilicate Inorganic materials 0.000 claims abstract description 98
239000011159 matrix material Substances 0.000 claims abstract description 73
239000011229 interlayer Substances 0.000 claims abstract description 53
125000000217 alkyl group Chemical group 0.000 claims abstract description 46
150000001768 cations Chemical class 0.000 claims abstract description 28
239000000203 mixture Substances 0.000 claims description 210
239000003607 modifier Substances 0.000 claims description 175
239000010410 layer Substances 0.000 claims description 79
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 75
-1 polyvinylimine Substances 0.000 claims description 67
238000000034 method Methods 0.000 claims description 57
239000004593 Epoxy Substances 0.000 claims description 44
238000001179 sorption measurement Methods 0.000 claims description 23
125000004432 carbon atom Chemical group C* 0.000 claims description 21
239000007788 liquid Substances 0.000 claims description 17
BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 15
239000002131 composite material Substances 0.000 claims description 14
229920002647 polyamide Polymers 0.000 claims description 13
239000004952 Polyamide Substances 0.000 claims description 12
239000003960 organic solvent Substances 0.000 claims description 12
229920001169 thermoplastic Polymers 0.000 claims description 12
238000002156 mixing Methods 0.000 claims description 10
229920001600 hydrophobic polymer Polymers 0.000 claims description 9
229920002451 polyvinyl alcohol Polymers 0.000 claims description 9
229920001187 thermosetting polymer Polymers 0.000 claims description 9
239000004372 Polyvinyl alcohol Substances 0.000 claims description 8
239000006087 Silane Coupling Agent Substances 0.000 claims description 8
229920000139 polyethylene terephthalate Polymers 0.000 claims description 8
239000005020 polyethylene terephthalate Substances 0.000 claims description 8
229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 8
239000001267 polyvinylpyrrolidone Substances 0.000 claims description 8
235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 8
150000004010 onium ions Chemical class 0.000 claims description 7
229910052739 hydrogen Inorganic materials 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 6
230000015572 biosynthetic process Effects 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
229920001707 polybutylene terephthalate Polymers 0.000 claims description 5
XRBXGZZMKCBTFP-UHFFFAOYSA-N 4-(2,2-dihydroxyethoxycarbonyl)benzoic acid Chemical compound OC(O)COC(=O)C1=CC=C(C(O)=O)C=C1 XRBXGZZMKCBTFP-UHFFFAOYSA-N 0.000 claims description 4
CBLGXJKSPMNSRJ-UHFFFAOYSA-N 4-(4,4-dihydroxybutoxycarbonyl)benzoic acid Chemical compound OC(O)CCCOC(=O)C1=CC=C(C(O)=O)C=C1 CBLGXJKSPMNSRJ-UHFFFAOYSA-N 0.000 claims description 4
229920000515 polycarbonate Polymers 0.000 claims description 4
239000004417 polycarbonate Substances 0.000 claims description 4
238000013329 compounding Methods 0.000 claims description 3
239000000138 intercalating agent Substances 0.000 claims description 3
JFFQXJXLNZADOF-UHFFFAOYSA-N 4-ethoxycarbonylbenzenecarboperoxoic acid Chemical compound CCOC(=O)C1=CC=C(C(=O)OO)C=C1 JFFQXJXLNZADOF-UHFFFAOYSA-N 0.000 claims description 2
DJQMYWWZWUOCBQ-UHFFFAOYSA-N 4-o-(2-hydroxyethyl) 1-o-methyl benzene-1,4-dicarboxylate Chemical compound COC(=O)C1=CC=C(C(=O)OCCO)C=C1 DJQMYWWZWUOCBQ-UHFFFAOYSA-N 0.000 claims description 2
PDWGZJIXKJTADD-UHFFFAOYSA-N 4-o-(4-hydroxybutyl) 1-o-methyl benzene-1,4-dicarboxylate Chemical compound COC(=O)C1=CC=C(C(=O)OCCCCO)C=C1 PDWGZJIXKJTADD-UHFFFAOYSA-N 0.000 claims description 2
239000008365 aqueous carrier Substances 0.000 claims description 2
239000013522 chelant Substances 0.000 claims description 2
150000002894 organic compounds Chemical class 0.000 abstract description 17
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 5
239000004927 clay Substances 0.000 description 108
239000002253 acid Substances 0.000 description 49
239000012141 concentrate Substances 0.000 description 46
150000001875 compounds Chemical class 0.000 description 42
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 34
229920000647 polyepoxide Polymers 0.000 description 32
239000003822 epoxy resin Substances 0.000 description 31
GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 31
239000002114 nanocomposite Substances 0.000 description 30
KUBDPQJOLOUJRM-UHFFFAOYSA-N 2-(chloromethyl)oxirane;4-[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound ClCC1CO1.C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 KUBDPQJOLOUJRM-UHFFFAOYSA-N 0.000 description 25
239000002904 solvent Substances 0.000 description 22
238000002441 X-ray diffraction Methods 0.000 description 21
229920005989 resin Polymers 0.000 description 21
239000011347 resin Substances 0.000 description 21
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
229920000728 polyester Polymers 0.000 description 17
150000002148 esters Chemical class 0.000 description 16
239000011734 sodium Substances 0.000 description 16
229920001577 copolymer Polymers 0.000 description 15
150000001412 amines Chemical class 0.000 description 13
239000002245 particle Substances 0.000 description 13
238000002360 preparation method Methods 0.000 description 12
NJPQAIBZIHNJDO-UHFFFAOYSA-N 1-dodecylpyrrolidin-2-one Chemical compound CCCCCCCCCCCCN1CCCC1=O NJPQAIBZIHNJDO-UHFFFAOYSA-N 0.000 description 11
230000002209 hydrophobic effect Effects 0.000 description 11
239000000126 substance Substances 0.000 description 11
150000001408 amides Chemical class 0.000 description 10
125000003118 aryl group Chemical group 0.000 description 10
239000000969 carrier Substances 0.000 description 10
238000001035 drying Methods 0.000 description 10
238000004299 exfoliation Methods 0.000 description 10
229920001778 nylon Polymers 0.000 description 10
229910021647 smectite Inorganic materials 0.000 description 10
229910001415 sodium ion Inorganic materials 0.000 description 10
239000004677 Nylon Substances 0.000 description 9
150000001767 cationic compounds Chemical class 0.000 description 9
229910001411 inorganic cation Inorganic materials 0.000 description 9
239000011777 magnesium Substances 0.000 description 9
229910052751 metal Inorganic materials 0.000 description 9
239000002184 metal Substances 0.000 description 9
229910052901 montmorillonite Inorganic materials 0.000 description 9
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 8
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
239000005977 Ethylene Substances 0.000 description 8
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
150000001298 alcohols Chemical class 0.000 description 8
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 8
239000011575 calcium Substances 0.000 description 8
239000000460 chlorine Substances 0.000 description 8
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 8
235000019422 polyvinyl alcohol Nutrition 0.000 description 8
239000007787 solid Substances 0.000 description 8
239000004416 thermosoftening plastic Substances 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
239000004205 dimethyl polysiloxane Substances 0.000 description 7
235000013870 dimethyl polysiloxane Nutrition 0.000 description 7
238000009826 distribution Methods 0.000 description 7
239000003814 drug Substances 0.000 description 7
238000001125 extrusion Methods 0.000 description 7
238000006116 polymerization reaction Methods 0.000 description 7
238000010008 shearing Methods 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
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YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
125000004429 atom Chemical group 0.000 description 6
229920001971 elastomer Polymers 0.000 description 6
125000000524 functional group Chemical group 0.000 description 6
239000000499 gel Substances 0.000 description 6
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RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
238000004458 analytical method Methods 0.000 description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
239000002537 cosmetic Substances 0.000 description 5
230000032798 delamination Effects 0.000 description 5
150000002009 diols Chemical class 0.000 description 5
230000006870 function Effects 0.000 description 5
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 5
150000002596 lactones Chemical class 0.000 description 5
239000004014 plasticizer Substances 0.000 description 5
229920000570 polyether Polymers 0.000 description 5
239000000243 solution Substances 0.000 description 5
239000000725 suspension Substances 0.000 description 5
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
LNOKAIMHDJWRDG-UHFFFAOYSA-N 1-octadecylpyrrolidin-2-one Chemical compound CCCCCCCCCCCCCCCCCCN1CCCC1=O LNOKAIMHDJWRDG-UHFFFAOYSA-N 0.000 description 4
PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 4
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
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125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
239000002734 clay mineral Substances 0.000 description 4
150000004985 diamines Chemical class 0.000 description 4
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239000000806 elastomer Substances 0.000 description 4
BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 4
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238000011068 loading method Methods 0.000 description 4
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MMINFSMURORWKH-UHFFFAOYSA-N 3,6-dioxabicyclo[6.2.2]dodeca-1(10),8,11-triene-2,7-dione Chemical compound O=C1OCCOC(=O)C2=CC=C1C=C2 MMINFSMURORWKH-UHFFFAOYSA-N 0.000 description 3
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QWZLBLDNRUUYQI-UHFFFAOYSA-M Methylbenzethonium chloride Chemical compound [Cl-].CC1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 QWZLBLDNRUUYQI-UHFFFAOYSA-M 0.000 description 3
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
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230000007797 corrosion Effects 0.000 description 3
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239000003599 detergent Substances 0.000 description 3
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239000007789 gas Substances 0.000 description 3
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238000005342 ion exchange Methods 0.000 description 3
150000002576 ketones Chemical class 0.000 description 3
239000000155 melt Substances 0.000 description 3
229960002285 methylbenzethonium chloride Drugs 0.000 description 3
239000011707 mineral Substances 0.000 description 3
238000005065 mining Methods 0.000 description 3
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CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 3
239000003921 oil Substances 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
238000004987 plasma desorption mass spectroscopy Methods 0.000 description 3
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239000000843 powder Substances 0.000 description 3
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 3
239000005060 rubber Substances 0.000 description 3
239000000516 sunscreening agent Substances 0.000 description 3
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239000004634 thermosetting polymer Substances 0.000 description 3
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RQIDQEBURXNDKG-KTKRTIGZSA-N (17Z)-hexacosenoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCCCCC(O)=O RQIDQEBURXNDKG-KTKRTIGZSA-N 0.000 description 2
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 2
CUXYLFPMQMFGPL-UHFFFAOYSA-N (9Z,11E,13E)-9,11,13-Octadecatrienoic acid Natural products CCCCC=CC=CC=CCCCCCCCC(O)=O CUXYLFPMQMFGPL-UHFFFAOYSA-N 0.000 description 2
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AXKZIDYFAMKWSA-UHFFFAOYSA-N 1,6-dioxacyclododecane-7,12-dione Chemical compound O=C1CCCCC(=O)OCCCCO1 AXKZIDYFAMKWSA-UHFFFAOYSA-N 0.000 description 2
XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 2
ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
OFOWUDSDZLONKT-UHFFFAOYSA-N 12-oxo-octadecanoic acid Chemical compound CCCCCCC(=O)CCCCCCCCCCC(O)=O OFOWUDSDZLONKT-UHFFFAOYSA-N 0.000 description 2
SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
RYPKRALMXUUNKS-UHFFFAOYSA-N 2-Hexene Natural products CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 2
CTXGTHVAWRBISV-UHFFFAOYSA-N 2-hydroxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCO CTXGTHVAWRBISV-UHFFFAOYSA-N 0.000 description 2
RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 2
DJIHQRBJGCGSIR-UHFFFAOYSA-N 2-methylidene-1,3-dioxepane-4,7-dione Chemical compound C1(CCC(=O)OC(=C)O1)=O DJIHQRBJGCGSIR-UHFFFAOYSA-N 0.000 description 2
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
ULKFLOVGORAZDI-UHFFFAOYSA-N 3,3-dimethyloxetan-2-one Chemical compound CC1(C)COC1=O ULKFLOVGORAZDI-UHFFFAOYSA-N 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 2
SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 2
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
201000004624 Dermatitis Diseases 0.000 description 2
229920002943 EPDM rubber Polymers 0.000 description 2
FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 2
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