JP5231257B2 - ポリマー複合材 - Google Patents
ポリマー複合材 Download PDFInfo
- Publication number
- JP5231257B2 JP5231257B2 JP2008558283A JP2008558283A JP5231257B2 JP 5231257 B2 JP5231257 B2 JP 5231257B2 JP 2008558283 A JP2008558283 A JP 2008558283A JP 2008558283 A JP2008558283 A JP 2008558283A JP 5231257 B2 JP5231257 B2 JP 5231257B2
- Authority
- JP
- Japan
- Prior art keywords
- block
- poly
- polymer
- styrene
- butadiene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 229920000642 polymer Polymers 0.000 title claims description 73
- 239000002131 composite material Substances 0.000 title description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 34
- 229920001400 block copolymer Polymers 0.000 claims description 32
- 239000002041 carbon nanotube Substances 0.000 claims description 31
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 31
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 239000011737 fluorine Substances 0.000 claims description 5
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 229920000469 amphiphilic block copolymer Polymers 0.000 claims description 4
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 3
- 229920001774 Perfluoroether Polymers 0.000 claims description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 239000000178 monomer Substances 0.000 description 28
- -1 poly (m-xylylene adipamide Chemical compound 0.000 description 24
- 238000000034 method Methods 0.000 description 20
- 229920001577 copolymer Polymers 0.000 description 19
- 238000002156 mixing Methods 0.000 description 19
- 239000000463 material Substances 0.000 description 18
- 239000000523 sample Substances 0.000 description 17
- 229920001187 thermosetting polymer Polymers 0.000 description 14
- 239000002109 single walled nanotube Substances 0.000 description 13
- 229920000728 polyester Polymers 0.000 description 10
- 238000005259 measurement Methods 0.000 description 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 239000002048 multi walled nanotube Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 239000002002 slurry Substances 0.000 description 8
- 239000004593 Epoxy Substances 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- 125000005395 methacrylic acid group Chemical group 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000002209 hydrophobic effect Effects 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 239000002079 double walled nanotube Substances 0.000 description 5
- 238000005227 gel permeation chromatography Methods 0.000 description 5
- 238000011068 loading method Methods 0.000 description 5
- 239000002071 nanotube Substances 0.000 description 5
- 229920000647 polyepoxide Polymers 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 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 4
- 239000003822 epoxy resin Substances 0.000 description 4
- 229920002313 fluoropolymer Polymers 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 4
- 229920001195 polyisoprene Polymers 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 4
- 239000004634 thermosetting polymer Substances 0.000 description 4
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 3
- DCDUSVZJRFFYSU-UHFFFAOYSA-N 2-methylprop-2-enoic acid;2,2,3-trifluoro-3-(trifluoromethyl)oxirane Chemical compound CC(=C)C(O)=O.FC(F)(F)C1(F)OC1(F)F DCDUSVZJRFFYSU-UHFFFAOYSA-N 0.000 description 3
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 description 3
- 241000288673 Chiroptera Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 239000004811 fluoropolymer Substances 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 229920000554 ionomer Polymers 0.000 description 3
- 238000010128 melt processing Methods 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical group CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 229920001568 phenolic resin Polymers 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 239000002952 polymeric resin Substances 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 239000004416 thermosoftening plastic Substances 0.000 description 3
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229910021589 Copper(I) bromide Inorganic materials 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229920001780 ECTFE Polymers 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000002033 PVDF binder Substances 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004642 Polyimide Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 150000007513 acids Chemical group 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001913 cyanates Chemical class 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- KHAYCTOSKLIHEP-UHFFFAOYSA-N docosyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCCCOC(=O)C=C KHAYCTOSKLIHEP-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- BTCSSZJGUNDROE-UHFFFAOYSA-N gamma-aminobutyric acid Chemical compound NCCCC(O)=O BTCSSZJGUNDROE-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 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
- 238000010348 incorporation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical class CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003192 poly(bis maleimide) Polymers 0.000 description 2
- 229920002492 poly(sulfone) Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920001721 polyimide Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 229920002725 thermoplastic elastomer Polymers 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- 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 1
- MSHXSYMNYJAOSS-UHFFFAOYSA-N 1,1-dichloro-2-fluoroethene Chemical group FC=C(Cl)Cl MSHXSYMNYJAOSS-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
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- QABJRPWOBYCMBO-UHFFFAOYSA-N 1,4-dioxacyclotridecane-5,13-dione Chemical compound O=C1CCCCCCCC(=O)OCCO1 QABJRPWOBYCMBO-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- AXKZIDYFAMKWSA-UHFFFAOYSA-N 1,6-dioxacyclododecane-7,12-dione Chemical compound O=C1CCCCC(=O)OCCCCO1 AXKZIDYFAMKWSA-UHFFFAOYSA-N 0.000 description 1
- REUAXQZIRFXQML-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octan-3-amine Chemical compound C1CC2C(N)CN1CC2 REUAXQZIRFXQML-UHFFFAOYSA-N 0.000 description 1
- FPBWSPZHCJXUBL-UHFFFAOYSA-N 1-chloro-1-fluoroethene Chemical group FC(Cl)=C FPBWSPZHCJXUBL-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- IHEOXPWZFCUHOQ-UHFFFAOYSA-N 2,3-dimethyl-1,4-dioxocane-5,8-dione Chemical compound CC1OC(=O)CCC(=O)OC1C IHEOXPWZFCUHOQ-UHFFFAOYSA-N 0.000 description 1
- ZLESUDDEEVQYRJ-UHFFFAOYSA-N 2,6-diphenylcyclohexa-2,4-dien-1-one Chemical compound O=C1C(C=2C=CC=CC=2)C=CC=C1C1=CC=CC=C1 ZLESUDDEEVQYRJ-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- BEIWUHUHJDEMQO-UHFFFAOYSA-N 2-[methyl(1,1,2,2,3,3,4,4,4-nonafluorobutylsulfonyl)amino]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCN(C)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F BEIWUHUHJDEMQO-UHFFFAOYSA-N 0.000 description 1
- XXSPGBOGLXKMDU-UHFFFAOYSA-M 2-bromo-2-methylpropanoate Chemical compound CC(C)(Br)C([O-])=O XXSPGBOGLXKMDU-UHFFFAOYSA-M 0.000 description 1
- YTCHAEAIYHLXBK-UHFFFAOYSA-N 2-chloro-1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=C(Cl)C(F)(F)F YTCHAEAIYHLXBK-UHFFFAOYSA-N 0.000 description 1
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- XPQIPUZPSLAZDV-UHFFFAOYSA-N 2-pyridylethylamine Chemical compound NCCC1=CC=CC=N1 XPQIPUZPSLAZDV-UHFFFAOYSA-N 0.000 description 1
- WRXNJTBODVGDRY-UHFFFAOYSA-N 2-pyrrolidin-1-ylethanamine Chemical compound NCCN1CCCC1 WRXNJTBODVGDRY-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- ZAWQXWZJKKICSZ-UHFFFAOYSA-N 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)C(=C)C(N)=O ZAWQXWZJKKICSZ-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- ULKFLOVGORAZDI-UHFFFAOYSA-N 3,3-dimethyloxetan-2-one Chemical compound CC1(C)COC1=O ULKFLOVGORAZDI-UHFFFAOYSA-N 0.000 description 1
- IJTAKAGEJXIJPQ-UHFFFAOYSA-N 3-chloro-1,1,2,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=C(F)C(F)(F)Cl IJTAKAGEJXIJPQ-UHFFFAOYSA-N 0.000 description 1
- 229940105325 3-dimethylaminopropylamine Drugs 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- GPAPPPVRLPGFEQ-UHFFFAOYSA-N 4,4'-dichlorodiphenyl sulfone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 GPAPPPVRLPGFEQ-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 1
- XJFXTRXKFFIIIF-UHFFFAOYSA-N 6,6-dichloro-1,1,2,3,4,4,6-heptafluoro-3-(trifluoromethyl)hex-1-ene Chemical compound ClC(CC(C(C(F)(F)F)(C(=C(F)F)F)F)(F)F)(Cl)F XJFXTRXKFFIIIF-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- NQSLZEHVGKWKAY-UHFFFAOYSA-N 6-methylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(C)=C NQSLZEHVGKWKAY-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- DQEFEBPAPFSJLV-UHFFFAOYSA-N Cellulose propionate Chemical compound CCC(=O)OCC1OC(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C1OC1C(OC(=O)CC)C(OC(=O)CC)C(OC(=O)CC)C(COC(=O)CC)O1 DQEFEBPAPFSJLV-UHFFFAOYSA-N 0.000 description 1
- 235000009854 Cucurbita moschata Nutrition 0.000 description 1
- 240000001980 Cucurbita pepo Species 0.000 description 1
- 235000009852 Cucurbita pepo Nutrition 0.000 description 1
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J5/005—Reinforced macromolecular compounds with nanosized materials, e.g. nanoparticles, nanofibres, nanotubes, nanowires, nanorods or nanolayered materials
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- C08L35/02—Homopolymers or copolymers of esters
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
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Applications Claiming Priority (3)
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| US11/276,620 | 2006-03-08 | ||
| US11/276,620 US7863381B2 (en) | 2006-03-08 | 2006-03-08 | Polymer composites |
| PCT/US2007/004295 WO2007102980A1 (en) | 2006-03-08 | 2007-02-19 | Polymer composites |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009529091A JP2009529091A (ja) | 2009-08-13 |
| JP2009529091A5 JP2009529091A5 (enExample) | 2010-04-08 |
| JP5231257B2 true JP5231257B2 (ja) | 2013-07-10 |
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| JP2008558283A Expired - Fee Related JP5231257B2 (ja) | 2006-03-08 | 2007-02-19 | ポリマー複合材 |
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| Country | Link |
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| US (2) | US7863381B2 (enExample) |
| EP (1) | EP1991609A4 (enExample) |
| JP (1) | JP5231257B2 (enExample) |
| CN (1) | CN101400726B (enExample) |
| BR (1) | BRPI0708587A2 (enExample) |
| WO (1) | WO2007102980A1 (enExample) |
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| US8557907B2 (en) * | 2005-08-26 | 2013-10-15 | Macro-M S.A. De C.V. | Reactive block copolymers for the preparation of inorganic tubule-polymer composites |
| US8344058B2 (en) * | 2005-08-26 | 2013-01-01 | CID Centro de Investigación y Desarrollo Technológico S.A. de C.V. | Reactive block copolymers as additives for the preparation of silicate-polymer composites |
| US7863381B2 (en) * | 2006-03-08 | 2011-01-04 | 3M Innovative Properties Company | Polymer composites |
| US8146861B2 (en) * | 2007-11-29 | 2012-04-03 | Airbus Deutschland Gmbh | Component with carbon nanotubes |
| US9181090B2 (en) * | 2008-02-08 | 2015-11-10 | Meijo Nano Carbon Co., Ltd. | Carbon nanotube dispersion and utilization of same |
| EP2242629A1 (en) * | 2008-02-11 | 2010-10-27 | MEMC Electronic Materials, Inc. | Carbon nanotube reinforced wiresaw beam used in wiresaw slicing of ingots into wafers |
| ITTO20080191A1 (it) * | 2008-03-13 | 2009-09-14 | Alenia Aeronautica Spa | Composizione a base di resina epossidica e suo procedimento di indurimento |
| US9802369B2 (en) | 2008-03-14 | 2017-10-31 | Bauer Hockey, Llc | Epoxy core with expandable microspheres |
| GB2464085A (en) * | 2008-06-07 | 2010-04-07 | Hexcel Composites Ltd | Improved Conductivity of Resin Materials and Composite Materials |
| KR101036148B1 (ko) * | 2008-07-30 | 2011-05-23 | 한국과학기술원 | 탄소나노튜브-금속-고분자 나노복합재료 제조방법 |
| US8314206B2 (en) | 2008-12-02 | 2012-11-20 | Micron Technology, Inc. | Block copolymer-comprising compositions and methods of purifying PS-b-PXVP |
| DE102009012675A1 (de) * | 2009-03-13 | 2010-09-16 | Bayer Materialscience Ag | Verfahren zur Dispergierung graphitartiger Nanoteilchen |
| KR101675322B1 (ko) | 2009-06-23 | 2016-11-14 | 삼성전자주식회사 | 다공성 산화막 속에 형성된 나노와이어 네트워크 단원계 상변화층을 갖는 상변화 메모리 및 형성 방법 |
| FR2957910B1 (fr) * | 2010-03-23 | 2012-05-11 | Arkema France | Melange maitre de nanotubes de carbone pour les formulations liquides, notamment dans les batteries li-ion |
| JP2013035974A (ja) * | 2011-08-10 | 2013-02-21 | Tokai Rubber Ind Ltd | 柔軟導電材料 |
| KR101628727B1 (ko) * | 2012-03-20 | 2016-06-09 | 공주대학교 산학협력단 | 발광소자 봉지재용 조성물 및 발광소자 |
| TW201404821A (zh) * | 2012-07-09 | 2014-02-01 | Univ Cornell | 嵌段共聚物及其與無機奈米顆粒之複合物以及其製造及使用方法 |
| EP2951241A4 (en) | 2013-01-29 | 2016-08-24 | United Technologies Corp | BLADE FRICTION MATERIAL |
| WO2014120116A1 (en) * | 2013-01-29 | 2014-08-07 | United Technologies Corporation | Blade rub material |
| EP3441426B1 (en) * | 2016-04-07 | 2022-01-05 | Zeon Corporation | Fluorinated elastomer composition and molded article |
| JP2021054904A (ja) * | 2019-09-27 | 2021-04-08 | 第一工業製薬株式会社 | 共重合体及びゴム組成物並びにタイヤ |
| KR102818189B1 (ko) * | 2019-12-04 | 2025-06-12 | 현대모비스 주식회사 | 치수 안정성이 우수한 차량 랙하우징 부재용 조성물 및 이로부터 성형된 차량 랙하우징 부재 |
| JP2023527295A (ja) * | 2020-05-18 | 2023-06-28 | ナノコンプ テクノロジーズ，インク． | カーボンナノチューブを用いた非混和性ポリマーの相溶化 |
| CN113750804B (zh) * | 2021-09-15 | 2022-07-19 | 北京理工大学 | 改性聚间苯二甲酰间苯二胺超滤膜及其制备方法和应用 |
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| US4367310A (en) | 1979-05-03 | 1983-01-04 | The Dow Chemical Company | Blends of polycarbonate with rubber and monovinylidene aromatic copolymers |
| US4415615A (en) | 1982-01-15 | 1983-11-15 | Minnesota Mining And Manufacturing Co. | Cellular pressure-sensitive adhesive product and method of making |
| US5276175A (en) | 1991-04-02 | 1994-01-04 | Minnesota Mining And Manufacturing Company | Isocyanate derivatives comprising flourochemical oligomers |
| DE4328656A1 (de) | 1993-08-26 | 1995-03-02 | Bayer Ag | Flammwidrige, spannungsrißbeständige Polycarbonat-ABS-Formmassen |
| EP0910351A1 (en) * | 1996-06-27 | 1999-04-28 | G.D. Searle & Co. | Particles comprising amphiphilic copolymers, having a cross-linked shell domain and an interior core domain, useful for pharmaceutical and other applications |
| US5721322A (en) * | 1997-01-24 | 1998-02-24 | Arizona Chemical Company | Polyepichlorohydrin-based tri-block additive for surface modification of polymer films and articles |
| JP2003522266A (ja) * | 2000-02-09 | 2003-07-22 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | ハイパーブランチ両親媒性ポリマー添加剤及び増加された表面エネルギーを有するポリマー組成物 |
| EP1211288A1 (fr) * | 2000-12-01 | 2002-06-05 | Atofina | Composition conductrice à base de polymère fluoré |
| FR2826646B1 (fr) * | 2001-06-28 | 2004-05-21 | Toulouse Inst Nat Polytech | Procede de fabrication selective de nanotubes de carbone ordonne en lit fluidise |
| US7001556B1 (en) * | 2001-08-16 | 2006-02-21 | The Board Of Regents University Of Oklahoma | Nanotube/matrix composites and methods of production and use |
| EP1421032B1 (en) * | 2001-08-29 | 2008-11-19 | Georgia Tech Research Corporation | Compositions comprising rigid-rod polymers and carbon nanotubes and process for making the same |
| US6764628B2 (en) * | 2002-03-04 | 2004-07-20 | Honeywell International Inc. | Composite material comprising oriented carbon nanotubes in a carbon matrix and process for preparing same |
| US7632916B2 (en) | 2002-08-02 | 2009-12-15 | 3M Innovative Properties Company | Process to modify polymeric materials and resulting compositions |
| US20040106741A1 (en) * | 2002-09-17 | 2004-06-03 | Kriesel Joshua W. | Nanofilm compositions with polymeric components |
| JP2004276232A (ja) * | 2003-02-24 | 2004-10-07 | Mitsubishi Electric Corp | カーボンナノチューブ分散液およびその製造方法 |
| RU2404208C2 (ru) * | 2003-03-03 | 2010-11-20 | Полимерс Острейлиа Пти. Лимитед | Диспергаторы в нанокомпозитах |
| US7402625B2 (en) * | 2003-06-11 | 2008-07-22 | 3M Innovative Properties Company | Compositions and method for improving the processing of polymer composites |
| US7411019B1 (en) * | 2003-08-25 | 2008-08-12 | Eltron Research, Inc. | Polymer composites containing nanotubes |
| US6995222B2 (en) | 2003-12-17 | 2006-02-07 | 3M Innovative Properties Company | Coating compositions with reactive fluorinated copolymers having pendant perfluoropolyether groups |
| ATE445664T1 (de) * | 2004-01-07 | 2009-10-15 | M Inc Fa | Herstellungsverfahren für eine harzzusammensetzung und auf diese weise hergestellte harzzusammensetzung |
| IL160145A0 (en) * | 2004-01-29 | 2004-06-20 | Univ Ben Gurion | Method for the preparation of dispersions of carbon nanotubes |
| US7173778B2 (en) * | 2004-05-07 | 2007-02-06 | 3M Innovative Properties Company | Stain repellent optical hard coating |
| FR2870251B1 (fr) * | 2004-05-11 | 2010-09-17 | Arkema | Materiaux composites a base de nanotubes de carbone et matrices polymeres et leurs procedes d'obtention |
| JP2005320220A (ja) * | 2004-05-11 | 2005-11-17 | Takashi Sawaguchi | ナノカーボン材料分散剤、ナノカーボン材料分散方法、及びナノカーボン材料分散液 |
| US6969491B1 (en) | 2004-09-01 | 2005-11-29 | 3M Innovative Properties Company | Stirred tube reactor and method of using the same |
| US7863381B2 (en) * | 2006-03-08 | 2011-01-04 | 3M Innovative Properties Company | Polymer composites |
-
2006
- 2006-03-08 US US11/276,620 patent/US7863381B2/en not_active Expired - Fee Related
-
2007
- 2007-02-19 JP JP2008558283A patent/JP5231257B2/ja not_active Expired - Fee Related
- 2007-02-19 CN CN2007800083445A patent/CN101400726B/zh not_active Expired - Fee Related
- 2007-02-19 BR BRPI0708587-7A patent/BRPI0708587A2/pt not_active IP Right Cessation
- 2007-02-19 EP EP07751081A patent/EP1991609A4/en not_active Withdrawn
- 2007-02-19 WO PCT/US2007/004295 patent/WO2007102980A1/en not_active Ceased
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2010
- 2010-12-27 US US12/978,670 patent/US8557918B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20100068500A1 (en) | 2010-03-18 |
| WO2007102980A1 (en) | 2007-09-13 |
| US20110144238A1 (en) | 2011-06-16 |
| US7863381B2 (en) | 2011-01-04 |
| CN101400726A (zh) | 2009-04-01 |
| BRPI0708587A2 (pt) | 2011-06-07 |
| EP1991609A4 (en) | 2010-07-28 |
| US8557918B2 (en) | 2013-10-15 |
| EP1991609A1 (en) | 2008-11-19 |
| JP2009529091A (ja) | 2009-08-13 |
| CN101400726B (zh) | 2013-03-13 |
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