TWI555772B - 經由氧化聚合之共軛聚合物之改良合成法及相關組合物 - Google Patents
經由氧化聚合之共軛聚合物之改良合成法及相關組合物 Download PDFInfo
- Publication number
- TWI555772B TWI555772B TW101138791A TW101138791A TWI555772B TW I555772 B TWI555772 B TW I555772B TW 101138791 A TW101138791 A TW 101138791A TW 101138791 A TW101138791 A TW 101138791A TW I555772 B TWI555772 B TW I555772B
- Authority
- TW
- Taiwan
- Prior art keywords
- monomer
- thiophene
- polymer
- group
- polymerization
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 82
- 238000006116 polymerization reaction Methods 0.000 title claims description 69
- 230000001590 oxidative effect Effects 0.000 title claims description 50
- 229920000547 conjugated polymer Polymers 0.000 title claims description 46
- 238000003786 synthesis reaction Methods 0.000 title description 19
- 230000015572 biosynthetic process Effects 0.000 title description 18
- 239000000178 monomer Substances 0.000 claims description 98
- 238000000034 method Methods 0.000 claims description 59
- 239000007800 oxidant agent Substances 0.000 claims description 54
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 52
- 125000000623 heterocyclic group Chemical group 0.000 claims description 47
- 229910052751 metal Inorganic materials 0.000 claims description 47
- 239000002184 metal Substances 0.000 claims description 47
- 239000002841 Lewis acid Substances 0.000 claims description 43
- 150000007517 lewis acids Chemical class 0.000 claims description 43
- 239000011541 reaction mixture Substances 0.000 claims description 32
- 229930192474 thiophene Natural products 0.000 claims description 22
- 125000005842 heteroatom Chemical group 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 11
- 230000000379 polymerizing effect Effects 0.000 claims description 10
- 238000010791 quenching Methods 0.000 claims description 9
- 230000000171 quenching effect Effects 0.000 claims description 8
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 125000002524 organometallic group Chemical group 0.000 claims description 5
- 125000005577 anthracene group Chemical group 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 description 77
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 51
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 41
- 239000007787 solid Substances 0.000 description 41
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 40
- -1 3-substituted thiophene Chemical class 0.000 description 34
- 229910052736 halogen Inorganic materials 0.000 description 29
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 28
- 150000002367 halogens Chemical class 0.000 description 25
- 229920000123 polythiophene Polymers 0.000 description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 23
- 125000003545 alkoxy group Chemical group 0.000 description 21
- 125000003118 aryl group Chemical group 0.000 description 21
- 239000002904 solvent Substances 0.000 description 20
- 238000000732 glass refractive index measurement Methods 0.000 description 19
- 229920000570 polyether Polymers 0.000 description 19
- 239000004721 Polyphenylene oxide Substances 0.000 description 18
- 125000000217 alkyl group Chemical group 0.000 description 18
- 238000005481 NMR spectroscopy Methods 0.000 description 17
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 16
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 14
- 229920001577 copolymer Polymers 0.000 description 14
- 239000000243 solution Substances 0.000 description 13
- 239000011701 zinc Substances 0.000 description 13
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- 238000000746 purification Methods 0.000 description 11
- 125000001424 substituent group Chemical group 0.000 description 11
- LIKJXMCWVFSNHW-UHFFFAOYSA-N 3,4-bis[2-(2-butoxyethoxy)ethoxy]thiophene Chemical compound CCCCOCCOCCOC1=CSC=C1OCCOCCOCCCC LIKJXMCWVFSNHW-UHFFFAOYSA-N 0.000 description 10
- 125000002947 alkylene group Chemical group 0.000 description 10
- 239000012535 impurity Substances 0.000 description 10
- 238000003756 stirring Methods 0.000 description 10
- 230000008901 benefit Effects 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 9
- 229910021641 deionized water Inorganic materials 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 229910021645 metal ion Inorganic materials 0.000 description 9
- 230000003647 oxidation Effects 0.000 description 9
- 238000007254 oxidation reaction Methods 0.000 description 9
- 229910052725 zinc Inorganic materials 0.000 description 9
- 239000004793 Polystyrene Substances 0.000 description 8
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical group C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 8
- 125000004414 alkyl thio group Chemical group 0.000 description 8
- 238000005695 dehalogenation reaction Methods 0.000 description 8
- 125000005843 halogen group Chemical group 0.000 description 8
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 8
- 229920002223 polystyrene Polymers 0.000 description 8
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 8
- 125000004104 aryloxy group Chemical group 0.000 description 7
- 238000006392 deoxygenation reaction Methods 0.000 description 7
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 7
- 230000000737 periodic effect Effects 0.000 description 7
- 230000008569 process Effects 0.000 description 7
- 238000004611 spectroscopical analysis Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- HVOAFLJLVONUSZ-UHFFFAOYSA-N 2-ethylperoxythiophene Chemical compound CCOOC1=CC=CS1 HVOAFLJLVONUSZ-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 6
- 238000004458 analytical method Methods 0.000 description 6
- 125000005110 aryl thio group Chemical group 0.000 description 6
- 239000012267 brine Substances 0.000 description 6
- 235000019439 ethyl acetate Nutrition 0.000 description 6
- 229920001519 homopolymer Polymers 0.000 description 6
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 230000001788 irregular Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- 238000002390 rotary evaporation Methods 0.000 description 6
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- LHYNYTDUZMSYNO-UHFFFAOYSA-N 3-[2-(2-methoxyethoxy)ethoxy]thiophene Chemical compound COCCOCCOC=1C=CSC=1 LHYNYTDUZMSYNO-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 239000003153 chemical reaction reagent Substances 0.000 description 5
- 239000000460 chlorine Chemical group 0.000 description 5
- 229920001940 conductive polymer Polymers 0.000 description 5
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- 125000003709 fluoroalkyl group Chemical group 0.000 description 5
- 125000000524 functional group Chemical group 0.000 description 5
- 239000000976 ink Substances 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 5
- 238000001228 spectrum Methods 0.000 description 5
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-YYWVXINBSA-N N,N-dimethylformamide-d7 Chemical compound [2H]C(=O)N(C([2H])([2H])[2H])C([2H])([2H])[2H] ZMXDDKWLCZADIW-YYWVXINBSA-N 0.000 description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- 125000002837 carbocyclic group Chemical group 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- 239000010931 gold Substances 0.000 description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 4
- 229910052746 lanthanum Inorganic materials 0.000 description 4
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000003595 spectral effect Effects 0.000 description 4
- 238000006277 sulfonation reaction Methods 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 3
- MPKAOMIFYFZQFF-UHFFFAOYSA-N 3-(2,2,2-trifluoroethoxy)thiophene Chemical compound FC(F)(F)COC=1C=CSC=1 MPKAOMIFYFZQFF-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- 239000003990 capacitor Substances 0.000 description 3
- 229910000420 cerium oxide Inorganic materials 0.000 description 3
- 238000006880 cross-coupling reaction Methods 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 150000002148 esters Chemical group 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- 230000026030 halogenation Effects 0.000 description 3
- 238000005658 halogenation reaction Methods 0.000 description 3
- 230000005525 hole transport Effects 0.000 description 3
- 150000002429 hydrazines Chemical class 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 150000002576 ketones Chemical group 0.000 description 3
- 239000013110 organic ligand Substances 0.000 description 3
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000011343 solid material Substances 0.000 description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 description 3
- 229910052718 tin Inorganic materials 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 2
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 2
- HJVPZMGYMOICIC-UHFFFAOYSA-N 3-[2-(2-butoxyethoxy)ethoxy]thiophene Chemical compound CCCCOCCOCCOC=1C=CSC=1 HJVPZMGYMOICIC-UHFFFAOYSA-N 0.000 description 2
- OOWFYDWAMOKVSF-UHFFFAOYSA-N 3-methoxypropanenitrile Chemical compound COCCC#N OOWFYDWAMOKVSF-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- NQHAZTDQFIYTQD-UHFFFAOYSA-N SOS Chemical compound SOS NQHAZTDQFIYTQD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 2
- 229920005603 alternating copolymer Polymers 0.000 description 2
- 150000001454 anthracenes Chemical class 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 2
- 150000001733 carboxylic acid esters Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 150000003983 crown ethers Chemical group 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- IDASTKMEQGPVRR-UHFFFAOYSA-N cyclopenta-1,3-diene;zirconium(2+) Chemical compound [Zr+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 IDASTKMEQGPVRR-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000005570 heteronuclear single quantum coherence Methods 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- UETZVSHORCDDTH-UHFFFAOYSA-N iron(2+);hexacyanide Chemical compound [Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] UETZVSHORCDDTH-UHFFFAOYSA-N 0.000 description 2
- 239000003446 ligand Substances 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- 229940095102 methyl benzoate Drugs 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- IQZPDFORWZTSKT-UHFFFAOYSA-N nitrosulphonic acid Chemical group OS(=O)(=O)[N+]([O-])=O IQZPDFORWZTSKT-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920000128 polypyrrole Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000004060 quinone imines Chemical group 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- 150000003839 salts Chemical group 0.000 description 2
- 229910052706 scandium Inorganic materials 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- UFEIWEXHHOXPGP-UHFFFAOYSA-M sodium;(4,6-dimethoxypyrimidin-2-yl)carbamoyl-[3-(2,2,2-trifluoroethoxy)pyridin-2-yl]sulfonylazanide Chemical compound [Na+].COC1=CC(OC)=NC(NC(=O)[N-]S(=O)(=O)C=2C(=CC=CN=2)OCC(F)(F)F)=N1 UFEIWEXHHOXPGP-UHFFFAOYSA-M 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 2
- 150000003577 thiophenes Chemical class 0.000 description 2
- 238000006257 total synthesis reaction Methods 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- RJKGJBPXVHTNJL-UHFFFAOYSA-N 1-nitronaphthalene Chemical compound C1=CC=C2C([N+](=O)[O-])=CC=CC2=C1 RJKGJBPXVHTNJL-UHFFFAOYSA-N 0.000 description 1
- OHZAHWOAMVVGEL-UHFFFAOYSA-N 2,2'-bithiophene Chemical compound C1=CSC(C=2SC=CC=2)=C1 OHZAHWOAMVVGEL-UHFFFAOYSA-N 0.000 description 1
- YMMGRPLNZPTZBS-UHFFFAOYSA-N 2,3-dihydrothieno[2,3-b][1,4]dioxine Chemical group O1CCOC2=C1C=CS2 YMMGRPLNZPTZBS-UHFFFAOYSA-N 0.000 description 1
- LZXMUCAMUQPXJL-UHFFFAOYSA-N 2,5-dibromo-3-(2,2,2-trifluoroethoxy)thiophene Chemical compound FC(F)(F)COC=1C=C(Br)SC=1Br LZXMUCAMUQPXJL-UHFFFAOYSA-N 0.000 description 1
- MBPCKEZNJVJYTC-UHFFFAOYSA-N 4-[4-(n-phenylanilino)phenyl]aniline Chemical compound C1=CC(N)=CC=C1C1=CC=C(N(C=2C=CC=CC=2)C=2C=CC=CC=2)C=C1 MBPCKEZNJVJYTC-UHFFFAOYSA-N 0.000 description 1
- VBSAGAKIMFPMFV-UHFFFAOYSA-N 4h-dithieno[3,2-d:3',2'-e]pyrrole Chemical group C1=CSC2=C1NC1=C2SC=C1 VBSAGAKIMFPMFV-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 229910021630 Antimony pentafluoride Inorganic materials 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 229910017768 LaF 3 Inorganic materials 0.000 description 1
- 229910012851 LiCoO 2 Inorganic materials 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 1
- 229910052779 Neodymium Inorganic materials 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 229910018287 SbF 5 Inorganic materials 0.000 description 1
- 238000000944 Soxhlet extraction Methods 0.000 description 1
- 238000006619 Stille reaction Methods 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000006069 Suzuki reaction reaction Methods 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- 229910021552 Vanadium(IV) chloride Inorganic materials 0.000 description 1
- 229910007926 ZrCl Inorganic materials 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- VBVBHWZYQGJZLR-UHFFFAOYSA-I antimony pentafluoride Chemical compound F[Sb](F)(F)(F)F VBVBHWZYQGJZLR-UHFFFAOYSA-I 0.000 description 1
- 239000011260 aqueous acid Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- 125000005620 boronic acid group Chemical class 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 150000001735 carboxylic acids Chemical group 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000002800 charge carrier Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009841 combustion method Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000002508 contact lithography Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000006165 cyclic alkyl group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl group Chemical group [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])* 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 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 1
- RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 description 1
- 229910000071 diazene Inorganic materials 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical compound OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 238000002354 inductively-coupled plasma atomic emission spectroscopy Methods 0.000 description 1
- 239000003049 inorganic solvent Substances 0.000 description 1
- 229910052740 iodine Chemical group 0.000 description 1
- 239000011630 iodine Chemical group 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000005921 isopentoxy group Chemical group 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910001416 lithium ion Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000005404 monopole Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003935 n-pentoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005186 naphthyloxy group Chemical group C1(=CC=CC2=CC=CC=C12)O* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920006120 non-fluorinated polymer Polymers 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000013086 organic photovoltaic Methods 0.000 description 1
- 125000001979 organolithium group Chemical group 0.000 description 1
- 150000002907 osmium Chemical class 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000005240 physical vapour deposition Methods 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 238000007868 post-polymerization treatment Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000008149 soap solution Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 238000006561 solvent free reaction Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical group S(O)(O)(=O)=O QAOWNCQODCNURD-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
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000004001 thioalkyl group Chemical group 0.000 description 1
- 125000005000 thioaryl group Chemical group 0.000 description 1
- 125000004014 thioethyl group Chemical group [H]SC([H])([H])C([H])([H])* 0.000 description 1
- 125000004055 thiomethyl group Chemical group [H]SC([H])([H])* 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- WZEOZJQLTRFNCU-UHFFFAOYSA-N trifluoro(trifluoromethoxy)methane Chemical compound FC(F)(F)OC(F)(F)F WZEOZJQLTRFNCU-UHFFFAOYSA-N 0.000 description 1
- JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B8/00—Diagnosis using ultrasonic, sonic or infrasonic waves
- A61B8/44—Constructional features of the ultrasonic, sonic or infrasonic diagnostic device
- A61B8/4427—Device being portable or laptop-like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B34/00—Computer-aided surgery; Manipulators or robots specially adapted for use in surgery
- A61B34/25—User interfaces for surgical systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B8/00—Diagnosis using ultrasonic, sonic or infrasonic waves
- A61B8/08—Clinical applications
- A61B8/0833—Clinical applications involving detecting or locating foreign bodies or organic structures
- A61B8/0841—Clinical applications involving detecting or locating foreign bodies or organic structures for locating instruments
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B8/00—Diagnosis using ultrasonic, sonic or infrasonic waves
- A61B8/44—Constructional features of the ultrasonic, sonic or infrasonic diagnostic device
- A61B8/4444—Constructional features of the ultrasonic, sonic or infrasonic diagnostic device related to the probe
- A61B8/4455—Features of the external shape of the probe, e.g. ergonomic aspects
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/124—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one nitrogen atom in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/125—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one oxygen atom in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/06—Polythioethers from cyclic thioethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B17/00—Surgical instruments, devices or methods
- A61B17/34—Trocars; Puncturing needles
- A61B17/3403—Needle locating or guiding means
- A61B2017/3413—Needle locating or guiding means guided by ultrasound
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B8/00—Diagnosis using ultrasonic, sonic or infrasonic waves
- A61B8/08—Clinical applications
- A61B8/0891—Clinical applications for diagnosis of blood vessels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B8/00—Diagnosis using ultrasonic, sonic or infrasonic waves
- A61B8/46—Ultrasonic, sonic or infrasonic diagnostic devices with special arrangements for interfacing with the operator or the patient
- A61B8/461—Displaying means of special interest
- A61B8/465—Displaying means of special interest adapted to display user selection data, e.g. icons or menus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/14—Side-groups
- C08G2261/142—Side-chains containing oxygen
- C08G2261/1424—Side-chains containing oxygen containing ether groups, including alkoxy
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
- C08G2261/3222—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more oxygen atoms as the only heteroatom, e.g. furan
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
- C08G2261/3223—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
- C08G2261/3241—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more nitrogen atoms as the only heteroatom, e.g. carbazole
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
- C08G2261/3243—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/40—Polymerisation processes
- C08G2261/43—Chemical oxidative coupling reactions, e.g. with FeCl3
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Surgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Medical Informatics (AREA)
- Molecular Biology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Radiology & Medical Imaging (AREA)
- Physics & Mathematics (AREA)
- Pathology (AREA)
- Biophysics (AREA)
- Robotics (AREA)
- Human Computer Interaction (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Ultra Sonic Daignosis Equipment (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161550332P | 2011-10-21 | 2011-10-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201326251A TW201326251A (zh) | 2013-07-01 |
| TWI555772B true TWI555772B (zh) | 2016-11-01 |
Family
ID=47116492
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW101138791A TWI555772B (zh) | 2011-10-21 | 2012-10-19 | 經由氧化聚合之共軛聚合物之改良合成法及相關組合物 |
Country Status (7)
| Country | Link |
|---|---|
| US (4) | US9949720B2 (enExample) |
| EP (1) | EP2768868B1 (enExample) |
| JP (1) | JP6252480B2 (enExample) |
| KR (1) | KR101938922B1 (enExample) |
| CN (1) | CN103987735B (enExample) |
| TW (1) | TWI555772B (enExample) |
| WO (2) | WO2013059714A1 (enExample) |
Families Citing this family (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9456766B2 (en) | 2007-11-26 | 2016-10-04 | C. R. Bard, Inc. | Apparatus for use with needle insertion guidance system |
| US8781555B2 (en) | 2007-11-26 | 2014-07-15 | C. R. Bard, Inc. | System for placement of a catheter including a signal-generating stylet |
| US9521961B2 (en) | 2007-11-26 | 2016-12-20 | C. R. Bard, Inc. | Systems and methods for guiding a medical instrument |
| US10751509B2 (en) | 2007-11-26 | 2020-08-25 | C. R. Bard, Inc. | Iconic representations for guidance of an indwelling medical device |
| US10449330B2 (en) | 2007-11-26 | 2019-10-22 | C. R. Bard, Inc. | Magnetic element-equipped needle assemblies |
| CN103750858B (zh) | 2007-11-26 | 2017-04-12 | C·R·巴德股份有限公司 | 用于脉管系统内的导管放置的集成系统 |
| US9532724B2 (en) | 2009-06-12 | 2017-01-03 | Bard Access Systems, Inc. | Apparatus and method for catheter navigation using endovascular energy mapping |
| EP2480152B1 (en) | 2009-09-22 | 2018-08-29 | Mederi Therapeutics Inc. | Systems for controlling use and operation of a family of different treatment devices |
| US10386990B2 (en) | 2009-09-22 | 2019-08-20 | Mederi Rf, Llc | Systems and methods for treating tissue with radiofrequency energy |
| US9949720B2 (en) | 2011-10-21 | 2018-04-24 | C. R. Bard, Inc. | Systems and methods for ultrasound-based medical device assessment |
| US9330809B2 (en) * | 2013-12-17 | 2016-05-03 | Dow Global Technologies Llc | Electrically conducting composites, methods of manufacture thereof and articles comprising the same |
| US9336921B2 (en) * | 2013-12-17 | 2016-05-10 | Dow Global Technologies Llc | Electrically conducting composites, methods of manufacture thereof and articles comprising the same |
| US20150305631A1 (en) * | 2014-04-25 | 2015-10-29 | Medtronic, Inc. | Real-Time Relationship Between Geometries of an Instrument and a Structure |
| CN104095654B (zh) * | 2014-08-04 | 2016-05-25 | 深圳开立生物医疗科技股份有限公司 | 一种导管尺寸选取方法、装置和系统 |
| EP4011298B1 (en) | 2014-11-18 | 2025-03-05 | C. R. Bard, Inc. | Ultrasound imaging system having automatic image presentation |
| EP3220828B1 (en) | 2014-11-18 | 2021-12-22 | C.R. Bard, Inc. | Ultrasound imaging system having automatic image presentation |
| JP6620816B2 (ja) * | 2014-12-15 | 2019-12-18 | 日産化学株式会社 | 正孔輸送材料とフルオロポリマーとを含有する組成物及びその使用 |
| JP6737276B2 (ja) * | 2014-12-15 | 2020-08-05 | 日産化学株式会社 | 正孔輸送材料とポリ（アリールエーテルスルホン）とを含有する組成物及びその使用 |
| US20160313901A1 (en) * | 2015-04-21 | 2016-10-27 | Stephen Arnold | Interactive medical system and methods |
| JP6638730B2 (ja) * | 2015-04-22 | 2020-01-29 | 日産化学株式会社 | 有機エレクトロニクスにおける使用に適した非水系組成物 |
| US10349890B2 (en) | 2015-06-26 | 2019-07-16 | C. R. Bard, Inc. | Connector interface for ECG-based catheter positioning system |
| CN107849376B (zh) * | 2015-07-17 | 2021-11-30 | 日产化学工业株式会社 | 适用于有机电子的包含金属纳米颗粒的非水性油墨组合物 |
| WO2017172393A1 (en) * | 2016-03-26 | 2017-10-05 | Mederi Therapeutics, Inc. | Systems and methods for treating tissue with radiofrequency energy |
| WO2017179195A1 (ja) * | 2016-04-15 | 2017-10-19 | 株式会社ソシオネクスト | 超音波プローブ制御方法及びプログラム |
| US11020563B2 (en) * | 2016-07-14 | 2021-06-01 | C. R. Bard, Inc. | Automated catheter-to-vessel size comparison tool and related methods |
| CN111712732A (zh) * | 2018-02-12 | 2020-09-25 | 皇家飞利浦有限公司 | 针对医学多普勒超声评价的工作流程辅助 |
| CN108822282B (zh) * | 2018-05-28 | 2020-11-24 | 上海大学 | 一种导电聚合物及其制备方法 |
| JP6640917B2 (ja) * | 2018-06-04 | 2020-02-05 | キヤノンメディカルシステムズ株式会社 | 医用画像診断装置及び医用画像診断装置における穿刺針の管理装置 |
| CN112867443B (zh) | 2018-10-16 | 2024-04-26 | 巴德阿克塞斯系统股份有限公司 | 用于建立电连接的安全装备连接系统及其方法 |
| US11898061B2 (en) | 2018-11-02 | 2024-02-13 | Industrial Technology Research Institute | Modified conductive structure and method for producing the same |
| US12544101B2 (en) * | 2019-01-30 | 2026-02-10 | Bard Access Systems, Inc. | Systems and methods for tracking medical devices |
| CN110176300B (zh) * | 2019-05-28 | 2024-01-09 | 上海联影医疗科技股份有限公司 | 一种穿刺选针方法、装置、服务器和存储介质 |
| US11730443B2 (en) | 2019-06-13 | 2023-08-22 | Fujifilm Sonosite, Inc. | On-screen markers for out-of-plane needle guidance |
| CN114144120B (zh) * | 2019-07-23 | 2024-06-04 | 富士胶片株式会社 | 超声波诊断装置及超声波诊断装置的控制方法 |
| CN114222532A (zh) * | 2019-08-16 | 2022-03-22 | 富士胶片株式会社 | 超声波诊断装置及超声波诊断装置的控制方法 |
| US11759166B2 (en) | 2019-09-20 | 2023-09-19 | Bard Access Systems, Inc. | Automatic vessel detection tools and methods |
| US12447310B2 (en) * | 2020-06-03 | 2025-10-21 | Atif Hameed Farooqi | Catheter guide and method for operating the same |
| EP4181791A1 (en) | 2020-07-21 | 2023-05-24 | Bard Access Systems, Inc. | System, method and apparatus for magnetic tracking of ultrasound probe and generation of 3d visualization thereof |
| EP4185209A1 (en) | 2020-08-04 | 2023-05-31 | Bard Access Systems, Inc. | System and method for optimized medical component insertion monitoring and imaging enhancement |
| WO2022035760A1 (en) | 2020-08-10 | 2022-02-17 | Bard Access Systems, Inc. | System and method for generating vessel representations in mixed reality/virtual reality |
| US11890139B2 (en) | 2020-09-03 | 2024-02-06 | Bard Access Systems, Inc. | Portable ultrasound systems |
| WO2022055887A1 (en) | 2020-09-08 | 2022-03-17 | Bard Access Systems, Inc. | Dynamically adjusting ultrasound-imaging systems and methods thereof |
| CN114159098B (zh) | 2020-09-10 | 2026-01-02 | 巴德阿克塞斯系统股份有限公司 | 具有压力测量能力的超声探测器 |
| CN114190975A (zh) | 2020-09-18 | 2022-03-18 | 巴德阿克塞斯系统股份有限公司 | 具有指示器远程控制能力的超声探测器 |
| CN120788622A (zh) * | 2020-09-25 | 2025-10-17 | 巴德阿克塞斯系统股份有限公司 | 超声成像系统和最小导管长度工具 |
| CN114376613B (zh) | 2020-10-02 | 2025-12-12 | 巴德阿克塞斯系统股份有限公司 | 超声探测器、超声系统及其方法 |
| WO2022081904A1 (en) | 2020-10-15 | 2022-04-21 | Bard Access Systems, Inc. | Ultrasound imaging system for generation of a three-dimensional ultrasound image |
| EP4247267A1 (en) | 2020-11-24 | 2023-09-27 | Bard Access Systems, Inc. | Ultrasound system with target and medical instrument awareness |
| EP4251062A1 (en) | 2020-12-01 | 2023-10-04 | Bard Access Systems, Inc. | Ultrasound system with pressure and flow determination capability |
| US12048491B2 (en) | 2020-12-01 | 2024-07-30 | Bard Access Systems, Inc. | Ultrasound probe with target tracking capability |
| CN114617572A (zh) | 2020-12-14 | 2022-06-14 | 巴德阿克塞斯系统股份有限公司 | 超声探头固定装置、超声成像系统和使用该系统的方法 |
| US12349983B2 (en) | 2021-03-05 | 2025-07-08 | Bard Access Systems, Inc. | Systems and methods for ultrasound-and-bioimpedance-based guidance of medical devices |
| EP4312795B1 (en) * | 2021-03-29 | 2025-11-05 | Bard Access Systems, Inc. | Vessel assessment system and method of selecting a vessel access device |
| EP4319643A1 (en) * | 2021-04-15 | 2024-02-14 | Bard Access Systems, Inc. | A medical device system having blood vessel correlation tools |
| US12287403B2 (en) | 2021-04-15 | 2025-04-29 | Bard Access Systems, Inc. | Ultrasound imaging system having near-infrared/infrared detection |
| US11900593B2 (en) | 2021-04-23 | 2024-02-13 | Fujifilm Sonosite, Inc. | Identifying blood vessels in ultrasound images |
| US11896425B2 (en) | 2021-04-23 | 2024-02-13 | Fujifilm Sonosite, Inc. | Guiding instrument insertion |
| US12357266B2 (en) | 2021-04-23 | 2025-07-15 | Fujifilm Sonosite, Inc. | Displaying blood vessels in ultrasound images |
| WO2022271728A1 (en) | 2021-06-22 | 2022-12-29 | Bard Access Systems, Inc. | Ultrasound detection system |
| CN115960338B (zh) * | 2021-10-09 | 2024-07-05 | 华南理工大学 | 一种n型共轭聚合物共混物及其制备方法与应用 |
| EP4415625B1 (en) | 2021-10-14 | 2026-04-01 | Bard Access Systems, Inc. | Fiber optic ultrasound probe |
| CN116058873A (zh) | 2021-11-03 | 2023-05-05 | 巴德阿克塞斯系统股份有限公司 | 通过基于多普勒和图像的脉管区分的互操作优化功能 |
| WO2023091427A1 (en) | 2021-11-16 | 2023-05-25 | Bard Access Systems, Inc. | Ultrasound probe with integrated data collection methodologies |
| US12514533B2 (en) | 2022-03-01 | 2026-01-06 | Bard Access Systems, Inc. | Ultrasound imaging system |
| US12514532B2 (en) | 2022-03-01 | 2026-01-06 | Bard Access Systems, Inc. | Ultrasound imaging system |
| EP4489661B1 (en) | 2022-03-16 | 2025-10-29 | Bard Access Systems, Inc. | Ultrasound imaging system |
| US12207967B2 (en) | 2022-04-20 | 2025-01-28 | Bard Access Systems, Inc. | Ultrasound imaging system |
| US12102481B2 (en) | 2022-06-03 | 2024-10-01 | Bard Access Systems, Inc. | Ultrasound probe with smart accessory |
| US12137989B2 (en) | 2022-07-08 | 2024-11-12 | Bard Access Systems, Inc. | Systems and methods for intelligent ultrasound probe guidance |
| CN115082647B (zh) * | 2022-07-20 | 2022-12-13 | 江苏霆升科技有限公司 | 一种面向三维超声点云内标测导管识别定位跟踪方法 |
| US12564373B2 (en) | 2022-08-15 | 2026-03-03 | Bard Access Systems, Inc. | Spatially aware medical device configured for performance of insertion pathway approximation |
| CN115911542A (zh) * | 2022-12-05 | 2023-04-04 | 电子科技大学长三角研究院(衢州) | 一种高锂离子电导复合固体电解质制备方法 |
| US20250017559A1 (en) * | 2023-07-12 | 2025-01-16 | Bard Access Systems, Inc. | System and Method for Suggesting Catheter Parameters |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0739477B2 (ja) * | 1986-11-06 | 1995-05-01 | 昭和電工株式会社 | イソチアナフテン構造を有する重合体の製造方法 |
| US20050222417A1 (en) * | 2004-03-30 | 2005-10-06 | Eastman Kodak Company | Synthesis for polycyclic aromatic hydrocarbon compounds |
| CN1856523A (zh) * | 2003-09-25 | 2006-11-01 | 昭和电工株式会社 | π－共轭共聚物、其制造方法、以及使用该共聚物的电容器 |
Family Cites Families (64)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4599194A (en) * | 1984-06-18 | 1986-07-08 | Allied Corporation | Simultaneous polymerization, doping and solubilization of heterocyclic polymers, solutions and cast articles |
| EP0203438A1 (en) * | 1985-05-31 | 1986-12-03 | Corporation Allied | Solution processible forms of neutral and electrically conductive poly(substituted heterocycles) |
| EP0257573B1 (de) * | 1986-08-26 | 1994-10-12 | Hoechst Aktiengesellschaft | Lösliche, elektrisch leitende Polymere, Verfahren zu ihrer Herstellung und ihre Verwendung |
| US4956444A (en) * | 1987-04-09 | 1990-09-11 | National University Of Singapore | Chemical synthesis of stable and electroactive polypyrrole and related polyheterocyclic compounds |
| US4975317A (en) * | 1987-08-03 | 1990-12-04 | Milliken Research Corporation | Electrically conductive textile materials and method for making same |
| FR2648140B1 (fr) * | 1989-06-08 | 1991-05-03 | Centre Nat Rech Scient | Procede de preparation d'oligomeres d'heterocycles aromatiques par couplage oxydant d'oligomeres inferieurs |
| US4986886A (en) * | 1990-05-30 | 1991-01-22 | Drexel University | Polymerization of thiophene and its derivatives |
| US5325293A (en) | 1992-02-18 | 1994-06-28 | Dorne Howard L | System and method for correlating medical procedures and medical billing codes |
| US5549554A (en) | 1994-04-01 | 1996-08-27 | Advanced Cardiovascular Systems, Inc. | Catheters having separable reusable components |
| US5573529A (en) | 1994-10-31 | 1996-11-12 | Haak; Benjamin A. | Color coded medical instruments |
| US5908387A (en) | 1996-06-21 | 1999-06-01 | Quinton Instrument Company | Device and method for improved quantitative coronary artery analysis |
| WO1999016495A1 (en) | 1997-10-01 | 1999-04-08 | Boston Scientific Limited | Preinsertion measurement of catheters |
| US5970119A (en) | 1997-11-18 | 1999-10-19 | Douglas Holtz (Part Interest) | Radiological scaling and alignment device |
| US7713190B2 (en) * | 1998-02-24 | 2010-05-11 | Hansen Medical, Inc. | Flexible instrument |
| US6166172A (en) | 1999-02-10 | 2000-12-26 | Carnegie Mellon University | Method of forming poly-(3-substituted) thiophenes |
| JP2003501127A (ja) | 1999-06-05 | 2003-01-14 | ウイルソンークック メディカル インク． | 内視鏡医療装置用の表示 |
| US6687386B1 (en) | 1999-06-15 | 2004-02-03 | Hitachi Denshi Kabushiki Kaisha | Object tracking method and object tracking apparatus |
| EP1154449B1 (en) * | 2000-05-11 | 2007-06-06 | NEC TOKIN Toyama, Ltd. | Manufacturing method of solid electrolytic capacitor |
| US6640976B1 (en) | 2000-06-13 | 2003-11-04 | Careguide, Inc. | Male clean intermittent catheter system |
| US7831449B2 (en) | 2001-02-02 | 2010-11-09 | Thompson Reuters (Healthcare) Inc. | Method and system for extracting medical information for presentation to medical providers on mobile terminals |
| US6592565B2 (en) | 2001-04-26 | 2003-07-15 | Zbylut J. Twardowski | Patient-tailored, central-vein catheters |
| ATE489033T1 (de) | 2001-05-23 | 2010-12-15 | Radi Medical Systems | Interaktives messsystem |
| US7217266B2 (en) * | 2001-05-30 | 2007-05-15 | Anderson R Rox | Apparatus and method for laser treatment with spectroscopic feedback |
| US20030047126A1 (en) | 2001-09-12 | 2003-03-13 | Tomaschko Daniel K. | System for identifying medical devices |
| US6543642B1 (en) | 2001-09-21 | 2003-04-08 | Daydots International, Inc. | Disposable glove dispenser system |
| US6602974B1 (en) | 2001-12-04 | 2003-08-05 | Carnegie Mellon University | Polythiophenes, block copolymers made therefrom, and methods of forming the same |
| US6601705B2 (en) | 2001-12-07 | 2003-08-05 | The Procter & Gamble Company | Package containing a window and performance characteristic indicator |
| US7697972B2 (en) | 2002-11-19 | 2010-04-13 | Medtronic Navigation, Inc. | Navigation system for cardiac therapies |
| KR100543121B1 (ko) * | 2002-12-06 | 2006-01-31 | 나노캠텍주식회사 | 전도성 고분자 폴리티오펜의 제조방법 |
| USD496596S1 (en) | 2003-04-30 | 2004-09-28 | Robert Dalrymple | Image french measuring adjunct |
| US20050000975A1 (en) | 2003-05-28 | 2005-01-06 | Carco Darlene Marie | Sterile surgical glove dispenser |
| WO2005072636A1 (en) * | 2004-01-23 | 2005-08-11 | Traxyz Medical, Inc. | Methods and apparatus for performing procedures on target locations in the body |
| US20060015039A1 (en) | 2004-07-19 | 2006-01-19 | Cassidy Kenneth T | Guidewire bearing markings simplifying catheter selection |
| KR101473220B1 (ko) | 2004-09-24 | 2014-12-22 | 솔베이 유에스에이 인크. | 헤테로 원자를 갖는 위치 규칙적 폴리(3-치환 티오펜)를 포함하는 전기발광 소자 |
| KR101314877B1 (ko) | 2005-02-10 | 2013-10-04 | 플렉스트로닉스, 인크 | 정공 주입/수송 층 조성물 및 장치 |
| US7892177B2 (en) * | 2005-02-28 | 2011-02-22 | Scimed Life Systems, Inc. | Systems and methods for estimating the length and position of a stent to be applied within a patient |
| WO2006096686A1 (en) * | 2005-03-04 | 2006-09-14 | C.R. Bard, Inc. | Access port identification systems and methods |
| CN101213234B (zh) | 2005-04-01 | 2011-12-07 | 卡内基·梅隆大学 | 包括立体规则性聚合物、聚噻吩和嵌段共聚物的导电聚合物的活性合成 |
| KR101278079B1 (ko) * | 2005-07-18 | 2013-06-24 | 리어케 메탈즈 인코포레이티드 | 치환된 폴리티오펜 폴리머의 개선된 제조 방법 |
| US8852111B2 (en) * | 2005-09-02 | 2014-10-07 | Ultrasound Ventures, Llc | Ultrasound guidance system |
| US20070199848A1 (en) | 2006-02-28 | 2007-08-30 | Ellswood Mark R | Packaging with color-coded identification |
| US8112292B2 (en) * | 2006-04-21 | 2012-02-07 | Medtronic Navigation, Inc. | Method and apparatus for optimizing a therapy |
| WO2008115188A2 (en) * | 2006-05-08 | 2008-09-25 | C. R. Bard, Inc. | User interface and methods for sonographic display device |
| KR101559590B1 (ko) | 2006-07-21 | 2015-10-12 | 솔베이 유에스에이 인크. | 전도성 중합체의 술폰화 및 ｏｌｅｄ 소자, 광기전력 소자 및 ｅｓｄ 소자 |
| US20080033759A1 (en) | 2006-08-02 | 2008-02-07 | Vastrac, Inc. | Information manager for a procedure-based medical practice |
| US20080177186A1 (en) * | 2007-01-18 | 2008-07-24 | Slater Charles R | Methods and Apparatus for Determining a Treatment Volume of a Fluid Treatment Agent for Treating The Interior of a Blood Vessel |
| US7976469B2 (en) * | 2007-06-04 | 2011-07-12 | Medtronic, Inc. | Percutaneous needle guide |
| CN103750858B (zh) | 2007-11-26 | 2017-04-12 | C·R·巴德股份有限公司 | 用于脉管系统内的导管放置的集成系统 |
| US8073529B2 (en) * | 2007-12-04 | 2011-12-06 | Civco Medical Instruments Co., Inc. | Needle guide system for use with ultrasound transducers to effect shallow path needle entry and method of use |
| US20090143672A1 (en) | 2007-12-04 | 2009-06-04 | Harms Steven E | Method for mapping image reference points to facilitate biopsy using magnetic resonance imaging |
| CN102056959A (zh) | 2008-04-11 | 2011-05-11 | 普莱克斯托尼克斯公司 | 掺杂共轭聚合物、器件及器件的制造方法 |
| CN102292374A (zh) | 2008-11-26 | 2011-12-21 | 佛罗里达大学研究基金公司 | 具有高电荷载流子迁移性的黑色可溶性共轭聚合物 |
| US20100273007A1 (en) | 2009-04-10 | 2010-10-28 | Plextronics, Inc. | Dehalogenation |
| US20100312121A1 (en) * | 2009-06-09 | 2010-12-09 | Zhonghui Guan | Apparatus for a needle director for an ultrasound transducer probe |
| EP2449561A2 (en) * | 2009-06-30 | 2012-05-09 | Plextronics, Inc. | Polymers comprising at least one bithiophene repeat unit, methods synthetising said polymers and compositions comprising the same |
| AU2010298333B2 (en) * | 2009-09-23 | 2014-04-17 | Lightlab Imaging, Inc. | Lumen morphology and vascular resistance measurements data collection systems, apparatus and methods |
| CA2806353A1 (en) * | 2010-08-09 | 2012-02-16 | C.R. Bard Inc. | Support and cover structures for an ultrasound probe head |
| US9949720B2 (en) | 2011-10-21 | 2018-04-24 | C. R. Bard, Inc. | Systems and methods for ultrasound-based medical device assessment |
| WO2019232446A1 (en) | 2018-05-31 | 2019-12-05 | Matt Mcgrath Design & Co, Llc | Biocompatible material with pain management capability and method of use thereof |
| US12178638B2 (en) | 2018-06-29 | 2024-12-31 | Koninklijke Philips N.V. | Biopsy prediction and guidance with ultrasound imaging and associated devices, systems, and methods |
| EP3937793A4 (en) | 2019-03-13 | 2022-11-23 | University of Florida Research Foundation | GUIDANCE AND TRACKING SYSTEM FOR TEMPLATE AND TARGETED BIOPSY AND TREATMENT |
| CN120788622A (zh) | 2020-09-25 | 2025-10-17 | 巴德阿克塞斯系统股份有限公司 | 超声成像系统和最小导管长度工具 |
| CN114376613B (zh) | 2020-10-02 | 2025-12-12 | 巴德阿克塞斯系统股份有限公司 | 超声探测器、超声系统及其方法 |
| WO2022081904A1 (en) | 2020-10-15 | 2022-04-21 | Bard Access Systems, Inc. | Ultrasound imaging system for generation of a three-dimensional ultrasound image |
-
2012
- 2012-10-19 US US13/656,563 patent/US9949720B2/en active Active
- 2012-10-19 KR KR1020147012813A patent/KR101938922B1/ko active Active
- 2012-10-19 WO PCT/US2012/061182 patent/WO2013059714A1/en not_active Ceased
- 2012-10-19 TW TW101138791A patent/TWI555772B/zh active
- 2012-10-19 JP JP2014537332A patent/JP6252480B2/ja active Active
- 2012-10-19 WO PCT/US2012/061179 patent/WO2013059712A1/en not_active Ceased
- 2012-10-19 EP EP12780380.7A patent/EP2768868B1/en not_active Not-in-force
- 2012-10-19 CN CN201280061750.9A patent/CN103987735B/zh active Active
- 2012-10-19 US US13/656,561 patent/US8859718B2/en not_active Expired - Fee Related
-
2014
- 2014-09-09 US US14/481,692 patent/US20150105534A1/en not_active Abandoned
-
2018
- 2018-04-12 US US15/951,903 patent/US11413015B2/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0739477B2 (ja) * | 1986-11-06 | 1995-05-01 | 昭和電工株式会社 | イソチアナフテン構造を有する重合体の製造方法 |
| CN1856523A (zh) * | 2003-09-25 | 2006-11-01 | 昭和电工株式会社 | π－共轭共聚物、其制造方法、以及使用该共聚物的电容器 |
| US20050222417A1 (en) * | 2004-03-30 | 2005-10-06 | Eastman Kodak Company | Synthesis for polycyclic aromatic hydrocarbon compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| TW201326251A (zh) | 2013-07-01 |
| CN103987735A (zh) | 2014-08-13 |
| EP2768868B1 (en) | 2018-06-27 |
| WO2013059712A1 (en) | 2013-04-25 |
| JP6252480B2 (ja) | 2017-12-27 |
| WO2013059714A1 (en) | 2013-04-25 |
| US20130102889A1 (en) | 2013-04-25 |
| US20150105534A1 (en) | 2015-04-16 |
| US8859718B2 (en) | 2014-10-14 |
| CN103987735B (zh) | 2017-10-31 |
| US11413015B2 (en) | 2022-08-16 |
| EP2768868A1 (en) | 2014-08-27 |
| KR101938922B1 (ko) | 2019-04-10 |
| US9949720B2 (en) | 2018-04-24 |
| US20180228465A1 (en) | 2018-08-16 |
| US20130109813A1 (en) | 2013-05-02 |
| JP2014530940A (ja) | 2014-11-20 |
| KR20140093679A (ko) | 2014-07-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6252480B2 (ja) | 酸化重合による共役ポリマーの改善された合成方法および関連する組成物 | |
| TWI795371B (zh) | 有機半導性化合物 | |
| JP7653222B2 (ja) | 有機半導体化合物 | |
| CN104685648B (zh) | 电荷传输半导体材料和半导体器件 | |
| US20200052216A1 (en) | Organic photodetector | |
| CN112352328B (zh) | 有机半导体化合物 | |
| CN112236882B (zh) | 有机半导体化合物 | |
| CN111315796B (zh) | 有机半导体化合物 | |
| TW201922750A (zh) | 有機半導性化合物 | |
| TW201139505A (en) | Semiconducting polymers | |
| CN102884102A (zh) | 掺杂的共轭聚合物和装置 | |
| US10538633B2 (en) | Conjugated heteroaromatic homopolymer and copolymer, and applications thereof | |
| TW201139507A (en) | Polymers of 8,9-dihydrobenzo[def]carbazole and their use as organic semiconductors | |
| TW201811857A (zh) | 含硼高分子化合物及其用途 | |
| EP3703144B1 (en) | Charge-transport polymer and organic electronic element | |
| Zhang et al. | Novel conjugated polymers with planar backbone bearing acenaphtho [1, 2-b] quinoxaline acceptor subunit for polymer solar cells | |
| CN113544186B (zh) | 有机半导体组合物 | |
| WO2019206926A1 (en) | Organic semiconducting polymers | |
| EP3702392A1 (en) | Charge-transport polymer and organic electronic element |