JP5792275B2 - ポリマー材料 - Google Patents
ポリマー材料 Download PDFInfo
- Publication number
- JP5792275B2 JP5792275B2 JP2013501255A JP2013501255A JP5792275B2 JP 5792275 B2 JP5792275 B2 JP 5792275B2 JP 2013501255 A JP2013501255 A JP 2013501255A JP 2013501255 A JP2013501255 A JP 2013501255A JP 5792275 B2 JP5792275 B2 JP 5792275B2
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- Prior art keywords
- monomer
- represented
- compound
- following formula
- polymer
- 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.)
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- 239000002861 polymer material Substances 0.000 title claims description 7
- 239000000178 monomer Substances 0.000 claims description 68
- 150000001875 compounds Chemical class 0.000 claims description 35
- 125000001072 heteroaryl group Chemical group 0.000 claims description 20
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 17
- 238000010521 absorption reaction Methods 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000003107 substituted aryl group Chemical group 0.000 claims description 10
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 108091032973 (ribonucleotides)n+m Proteins 0.000 claims description 4
- 108091023037 Aptamer Proteins 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 claims description 4
- 108020004414 DNA Proteins 0.000 claims description 4
- 108090000790 Enzymes Proteins 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 4
- 239000000427 antigen Substances 0.000 claims description 4
- 108091007433 antigens Proteins 0.000 claims description 4
- 102000036639 antigens Human genes 0.000 claims description 4
- 150000001720 carbohydrates Chemical class 0.000 claims description 4
- 235000014633 carbohydrates Nutrition 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 150000002632 lipids Chemical class 0.000 claims description 4
- 244000005700 microbiome Species 0.000 claims description 4
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 4
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 4
- 108090000623 proteins and genes Proteins 0.000 claims description 4
- 102000004169 proteins and genes Human genes 0.000 claims description 4
- 235000000346 sugar Nutrition 0.000 claims description 4
- 150000008163 sugars Chemical class 0.000 claims description 4
- 238000000862 absorption spectrum Methods 0.000 claims 1
- 241000894007 species Species 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 85
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 55
- 238000005481 NMR spectroscopy Methods 0.000 description 27
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 21
- 239000000243 solution Substances 0.000 description 20
- 239000011324 bead Substances 0.000 description 18
- 239000011541 reaction mixture Substances 0.000 description 17
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 16
- 239000007787 solid Substances 0.000 description 16
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 13
- 238000003786 synthesis reaction Methods 0.000 description 12
- 108010090804 Streptavidin Proteins 0.000 description 11
- 238000000502 dialysis Methods 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
- 235000019439 ethyl acetate Nutrition 0.000 description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000008103 glucose Substances 0.000 description 9
- 239000010410 layer Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 8
- 238000004809 thin layer chromatography Methods 0.000 description 8
- SMZVEGAKSTTZDO-QYIPWQSGSA-N atto 680-biotin Chemical compound C1([C@H]2NC(=O)N[C@H]2CS1)CCCCC(=O)NCCCCCNC(=O)CCCN1C(C)(C)C=C(CS([O-])(=O)=O)C2=C1C=C1OC3=CC4=[N+](CC)CCCC4=CC3=NC1=C2 SMZVEGAKSTTZDO-QYIPWQSGSA-N 0.000 description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 239000002243 precursor Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- SKFDVFMUXZWWOW-UHFFFAOYSA-N (5-boronothiophen-2-yl)boronic acid Chemical compound OB(O)C1=CC=C(B(O)O)S1 SKFDVFMUXZWWOW-UHFFFAOYSA-N 0.000 description 5
- FMYXOBBPXQZKKY-UHFFFAOYSA-N 1,2-bis(4-hydroxyphenyl)ethane-1,2-dione Chemical compound C1=CC(O)=CC=C1C(=O)C(=O)C1=CC=C(O)C=C1 FMYXOBBPXQZKKY-UHFFFAOYSA-N 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 239000012267 brine Substances 0.000 description 5
- 238000004440 column chromatography Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- -1 NH 2 Chemical group 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 229960002685 biotin Drugs 0.000 description 4
- 235000020958 biotin Nutrition 0.000 description 4
- 239000011616 biotin Substances 0.000 description 4
- 238000007334 copolymerization reaction Methods 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 238000011534 incubation Methods 0.000 description 4
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 4
- YNANGXWUZWWFKX-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethane-1,2-dione Chemical compound C1=CC(OC)=CC=C1C(=O)C(=O)C1=CC=C(OC)C=C1 YNANGXWUZWWFKX-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 150000001345 alkine derivatives Chemical class 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000007306 functionalization reaction Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 229920003169 water-soluble polymer Polymers 0.000 description 3
- BODYVHJTUHHINQ-UHFFFAOYSA-N (4-boronophenyl)boronic acid Chemical compound OB(O)C1=CC=C(B(O)O)C=C1 BODYVHJTUHHINQ-UHFFFAOYSA-N 0.000 description 2
- NXUOYMLBDADTIX-UHFFFAOYSA-N 1,2-bis[4-(3-bromopropoxy)phenyl]ethane-1,2-dione Chemical compound C1=CC(OCCCBr)=CC=C1C(=O)C(=O)C1=CC=C(OCCCBr)C=C1 NXUOYMLBDADTIX-UHFFFAOYSA-N 0.000 description 2
- FFELXOHNTUWHKI-UHFFFAOYSA-N 1,2-bis[4-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]phenyl]ethane-1,2-dione Chemical compound C1=CC(OCCOCCOCCOCCBr)=CC=C1C(=O)C(=O)C1=CC=C(OCCOCCOCCOCCBr)C=C1 FFELXOHNTUWHKI-UHFFFAOYSA-N 0.000 description 2
- JUSMHIGDXPKSID-DVKNGEFBSA-N 1-thio-beta-D-glucopyranose Chemical compound OC[C@H]1O[C@@H](S)[C@H](O)[C@@H](O)[C@@H]1O JUSMHIGDXPKSID-DVKNGEFBSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 230000007812 deficiency Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical compound C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 description 1
- VEFLKXRACNJHOV-UHFFFAOYSA-N 1,3-dibromopropane Chemical compound BrCCCBr VEFLKXRACNJHOV-UHFFFAOYSA-N 0.000 description 1
- IJFMWHWXEBUOKR-UHFFFAOYSA-N 1-(2-bromoethoxy)-2-[2-(2-bromoethoxy)ethoxy]ethane Chemical compound BrCCOCCOCCOCCBr IJFMWHWXEBUOKR-UHFFFAOYSA-N 0.000 description 1
- PDQRQJVPEFGVRK-UHFFFAOYSA-N 2,1,3-benzothiadiazole Chemical compound C1=CC=CC2=NSN=C21 PDQRQJVPEFGVRK-UHFFFAOYSA-N 0.000 description 1
- FEOWHLLJXAECMU-UHFFFAOYSA-N 4,7-dibromo-2,1,3-benzothiadiazole Chemical compound BrC1=CC=C(Br)C2=NSN=C12 FEOWHLLJXAECMU-UHFFFAOYSA-N 0.000 description 1
- XEVOZPRNEPMHAF-UHFFFAOYSA-N 4,7-dibromo-5,6-dinitro-2,1,3-benzothiadiazole Chemical compound BrC1=C([N+]([O-])=O)C([N+](=O)[O-])=C(Br)C2=NSN=C21 XEVOZPRNEPMHAF-UHFFFAOYSA-N 0.000 description 1
- MEFYXBRPCAFWBJ-UHFFFAOYSA-N 4,9-dibromo-6,7-bis[4-(3-bromopropoxy)phenyl]-[1,2,5]thiadiazolo[3,4-g]quinoxaline Chemical compound C1=CC(OCCCBr)=CC=C1C1=NC2=C(Br)C3=NSN=C3C(Br)=C2N=C1C1=CC=C(OCCCBr)C=C1 MEFYXBRPCAFWBJ-UHFFFAOYSA-N 0.000 description 1
- XELIJFATZMODTL-UHFFFAOYSA-N 6,7-bis[4-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]phenyl]-4,9-bis(5-bromothiophen-2-yl)-[1,2,5]thiadiazolo[3,4-f]quinoxaline Chemical compound BrCCOCCOCCOCCOC1=CC=C(C=C1)N1C(=CN(C=2C=3C(C(=CC12)C=1SC(=CC1)Br)=NSN3)C=3SC(=CC3)Br)C3=CC=C(C=C3)OCCOCCOCCOCCBr XELIJFATZMODTL-UHFFFAOYSA-N 0.000 description 1
- GLAFUDSULGLSMN-UHFFFAOYSA-N 6,7-bis[4-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]phenyl]-4,9-dithiophen-2-yl-[1,2,5]thiadiazolo[3,4-g]quinoxaline Chemical compound C1=CC(OCCOCCOCCOCCBr)=CC=C1C(C(=NC1=C(C=2SC=CC=2)C2=NSN=C22)C=3C=CC(OCCOCCOCCOCCBr)=CC=3)=NC1=C2C1=CC=CS1 GLAFUDSULGLSMN-UHFFFAOYSA-N 0.000 description 1
- 239000005964 Acibenzolar-S-methyl Substances 0.000 description 1
- BKQWWCBCPBZIIF-UHFFFAOYSA-N BrC1=CC=C(S1)C=1C=2C(C=C3N=CC=NC13)=NSN2 Chemical compound BrC1=CC=C(S1)C=1C=2C(C=C3N=CC=NC13)=NSN2 BKQWWCBCPBZIIF-UHFFFAOYSA-N 0.000 description 1
- 239000007987 MES buffer Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000035 biogenic effect Effects 0.000 description 1
- 239000012472 biological sample Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000002405 diagnostic procedure Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- PVBRSNZAOAJRKO-UHFFFAOYSA-N ethyl 2-sulfanylacetate Chemical compound CCOC(=O)CS PVBRSNZAOAJRKO-UHFFFAOYSA-N 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- UKTDFYOZPFNQOQ-UHFFFAOYSA-N tributyl(thiophen-2-yl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C1=CC=CS1 UKTDFYOZPFNQOQ-UHFFFAOYSA-N 0.000 description 1
- ITAZQNRIMIQTDI-UHFFFAOYSA-N tributyl-(5-tributylstannylthiophen-2-yl)stannane Chemical compound CCCC[Sn](CCCC)(CCCC)C1=CC=C([Sn](CCCC)(CCCC)CCCC)S1 ITAZQNRIMIQTDI-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
-
- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- 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
- C08G2261/10—Definition of the polymer structure
- C08G2261/14—Side-groups
- C08G2261/142—Side-chains containing oxygen
- C08G2261/1426—Side-chains containing oxygen containing carboxy groups (COOH) and/or -C(=O)O-moieties
-
- 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
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| PCT/US2011/000557 WO2011119239A1 (en) | 2010-03-26 | 2011-03-28 | Water soluble near infrared sensing polymers with low band gaps |
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| WO2013062605A1 (en) * | 2011-03-28 | 2013-05-02 | Hitachi Chemical Research, Inc. | Network conjugated polymers with enhanced solubility |
| WO2013058803A1 (en) * | 2011-03-28 | 2013-04-25 | Hitachi Chemical Research Center, Inc. | Polymers for thin film coatings |
| JP5982867B2 (ja) * | 2012-02-28 | 2016-08-31 | セイコーエプソン株式会社 | チアジアゾール系化合物、発光素子用化合物、発光素子、発光装置、認証装置および電子機器 |
| WO2015138869A1 (en) * | 2014-03-14 | 2015-09-17 | Hitachi Chemical Research Center, Inc. & Hitachi Chemical Company, Ltd. | Benzothiadiazole-based conjugated molecules capable of forming films on conductive surfaces by electrochemical method |
| KR102571650B1 (ko) | 2016-01-08 | 2023-08-25 | 내셔날 리서치 카운실 오브 캐나다 | 친수성 반도전성 단일벽 탄소 나노튜브 잉크 |
| WO2018039585A1 (en) * | 2016-08-25 | 2018-03-01 | Hitachi Chemical Co. America, Ltd. | Redox mediator-functionalized water-soluble polymer |
| CN110760024B (zh) * | 2019-10-31 | 2021-09-28 | 南京邮电大学 | 一种近红外二区荧光成像聚合物及其制备方法和应用 |
| CN111333819B (zh) * | 2020-01-14 | 2022-04-12 | 南京工业大学 | 一种化合物及其用途 |
| CN115093433B (zh) * | 2022-05-30 | 2023-09-26 | 华南理工大学 | 一种亲水性有机近红外吸收染料及其制备方法与应用 |
| WO2024165176A1 (en) * | 2023-02-10 | 2024-08-15 | N-Ink Ab | Synthesis of a water-based p-type donor polymer |
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| US7781673B2 (en) * | 2005-07-14 | 2010-08-24 | Konarka Technologies, Inc. | Polymers with low band gaps and high charge mobility |
| US7772485B2 (en) * | 2005-07-14 | 2010-08-10 | Konarka Technologies, Inc. | Polymers with low band gaps and high charge mobility |
| WO2007081991A2 (en) * | 2006-01-10 | 2007-07-19 | The Trustees Of The University Of Pennsylvania | Novel conjugated materials featuring proquinoidal units |
| WO2008039151A1 (en) * | 2006-09-26 | 2008-04-03 | Agency For Science, Technology And Research | Electrically conducting polymers |
| WO2008088595A2 (en) * | 2006-10-11 | 2008-07-24 | Konarka Technologies, Inc. | Photovoltaic cell with silole-containing polymer |
| JP2010198793A (ja) * | 2009-02-23 | 2010-09-09 | Fujifilm Corp | 導電性膜、導電性ポリマー組成物、導電性ポリマー材料、デバイス、及び抵抗膜式タッチパネル |
| EP2553527A4 (en) * | 2010-03-26 | 2015-11-11 | Hitachi Chemical Co Ltd | WATER SOLUBLE NEAR-INFRARED DETECTION POLYMERS WITH LOW BANDWIDTH PROHIBITED |
| WO2013062605A1 (en) * | 2011-03-28 | 2013-05-02 | Hitachi Chemical Research, Inc. | Network conjugated polymers with enhanced solubility |
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| US8772443B2 (en) | 2014-07-08 |
| WO2011119239A1 (en) | 2011-09-29 |
| EP2553527A1 (en) | 2013-02-06 |
| US20120322944A1 (en) | 2012-12-20 |
| JP2013523912A (ja) | 2013-06-17 |
| JP2015227457A (ja) | 2015-12-17 |
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