PL431324A1 - Pochodna benzotiadiazolu - 4,7-bis(5-(3,4-etylenodioksytiofeno)-tiofen-2-ylo)benzotiadiazol, sposób jej otrzymywania, jej zastosowanie oraz elektroda enzymatyczna do wykrywania estradiolu - Google Patents
Pochodna benzotiadiazolu - 4,7-bis(5-(3,4-etylenodioksytiofeno)-tiofen-2-ylo)benzotiadiazol, sposób jej otrzymywania, jej zastosowanie oraz elektroda enzymatyczna do wykrywania estradioluInfo
- Publication number
- PL431324A1 PL431324A1 PL431324A PL43132419A PL431324A1 PL 431324 A1 PL431324 A1 PL 431324A1 PL 431324 A PL431324 A PL 431324A PL 43132419 A PL43132419 A PL 43132419A PL 431324 A1 PL431324 A1 PL 431324A1
- Authority
- PL
- Poland
- Prior art keywords
- benzothiadiazole
- bis
- ethylenedioxythiophene
- thiophen
- catalyst
- Prior art date
Links
- FNQJDLTXOVEEFB-UHFFFAOYSA-N 1,2,3-benzothiadiazole Chemical compound C1=CC=C2SN=NC2=C1 FNQJDLTXOVEEFB-UHFFFAOYSA-N 0.000 title abstract 4
- 239000005964 Acibenzolar-S-methyl Substances 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 title abstract 2
- 102000004190 Enzymes Human genes 0.000 title abstract 2
- 108090000790 Enzymes Proteins 0.000 title abstract 2
- UELITFHSCLAHKR-UHFFFAOYSA-N acibenzolar-S-methyl Chemical compound CSC(=O)C1=CC=CC2=C1SN=N2 UELITFHSCLAHKR-UHFFFAOYSA-N 0.000 title abstract 2
- 238000001514 detection method Methods 0.000 title abstract 2
- 229960005309 estradiol Drugs 0.000 title abstract 2
- 229930182833 estradiol Natural products 0.000 title abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 4
- GKWLILHTTGWKLQ-UHFFFAOYSA-N 2,3-dihydrothieno[3,4-b][1,4]dioxine Chemical compound O1CCOC2=CSC=C21 GKWLILHTTGWKLQ-UHFFFAOYSA-N 0.000 abstract 3
- 101100030361 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) pph-3 gene Proteins 0.000 abstract 2
- 229910002666 PdCl2 Inorganic materials 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052763 palladium Inorganic materials 0.000 abstract 2
- 108010001336 Horseradish Peroxidase Proteins 0.000 abstract 1
- YNHIGQDRGKUECZ-UHFFFAOYSA-L PdCl2(PPh3)2 Substances [Cl-].[Cl-].[Pd+2].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 YNHIGQDRGKUECZ-UHFFFAOYSA-L 0.000 abstract 1
- 238000006619 Stille reaction Methods 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000007613 environmental effect Effects 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229940088597 hormone Drugs 0.000 abstract 1
- 239000005556 hormone Substances 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 238000006464 oxidative addition reaction Methods 0.000 abstract 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 238000006894 reductive elimination reaction Methods 0.000 abstract 1
- 230000008929 regeneration Effects 0.000 abstract 1
- 238000011069 regeneration method Methods 0.000 abstract 1
- 238000001179 sorption measurement Methods 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
- 238000006478 transmetalation reaction Methods 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Catalysts (AREA)
Abstract
Wynalazek dotyczy pochodnej benzotiadiazolu, którą stanowi 4,7-bis(5-(3,4-etylenodioksytiofeno)-tiofen-2-ylo)benzotiadiazolu o wzorze 1, przeznaczonej do modyfikacji urządzeń sensorowych. Zgłoszenie dotyczy także jej zastosowania oraz sposobu wytwarzania. Sposób ten polega na tym, że przeprowadza się reakcje Stille'a z katalizatorem palladowym (PdCl2(PPh3)2) w środowisku bezwodnego tetrahydrofuranu, która w pierwszym etapie polega na redukcji palladu w katalizatorze - dichlorku bis(trifenylofosfino)palladu (II) - PdCl2(PPh3)2) ze stopnia utlenienia II na 0, w następnym etapie ma miejsce addycja oksydatywna halogenku organicznego: 4,7 -bis(2-bromo-5-tiofeno)-2,1,3-benzotiadiazol do aktywnej postaci katalizatora, przy czym, reakcja transmetalacji z wykorzystaniem 2-(tributylocyno)-3,4-(etylenodioksy)tiofen zachodzi przez produkt przejściowy prowadząc do powstania produktu 4,7-bis(5-(3,4-etylenodioksytiofeno)-tiofen-2-ylo)benzotiadiazolu o wzorze 1 i regeneracji katalizatora poprzez reduktywną eliminację. Wynalazek dotyczy również elektrody enzymatycznej do wykrywania estradiolu i innych hormonów istotnych dla ochrony środowiska. Biosensor ma warstwę aktywną w postaci peroksydazy chrzanowej zimmobilizowanej adsorpcyjnie w filmie otrzymanym z 4,7-bis(5-(3,4-etylenodioksytiofeno)-tiofen-2-ylo) benzotiadiazolu.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL431324A PL239446B1 (pl) | 2019-09-30 | 2019-09-30 | Pochodna benzotiadiazolu-4,7-bis(5-(3,4-etylenodioksytiofeno)- tiofen-2-ylo)benzotiadiazol, sposób jej otrzymywania, jej zastosowanie oraz elektroda enzymatyczna do wykrywania estradiolu |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL431324A PL239446B1 (pl) | 2019-09-30 | 2019-09-30 | Pochodna benzotiadiazolu-4,7-bis(5-(3,4-etylenodioksytiofeno)- tiofen-2-ylo)benzotiadiazol, sposób jej otrzymywania, jej zastosowanie oraz elektroda enzymatyczna do wykrywania estradiolu |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL431324A1 true PL431324A1 (pl) | 2021-04-06 |
| PL239446B1 PL239446B1 (pl) | 2021-11-29 |
Family
ID=75297854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL431324A PL239446B1 (pl) | 2019-09-30 | 2019-09-30 | Pochodna benzotiadiazolu-4,7-bis(5-(3,4-etylenodioksytiofeno)- tiofen-2-ylo)benzotiadiazol, sposób jej otrzymywania, jej zastosowanie oraz elektroda enzymatyczna do wykrywania estradiolu |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL239446B1 (pl) |
-
2019
- 2019-09-30 PL PL431324A patent/PL239446B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL239446B1 (pl) | 2021-11-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Wei et al. | Copper‐Catalyzed Oxidative α‐Alkylation of α‐Amino Carbonyl Compounds with Ethers via Dual C (sp3)‐H Oxidative Cross‐Coupling | |
| Huang et al. | Thiophene-fused heteroaromatic systems enabled by internal oxidant-induced cascade bis-heteroannulation | |
| Zhang et al. | Triphenylamine− fluorene alternating conjugated copolymers with pendant acceptor groups: synthesis, structure− property relationship, and photovoltaic application | |
| Bhagat et al. | Synthesis of some salicylaldehyde‐based Schiff bases in aqueous media | |
| Oechsle et al. | Ambidextrous Catalytic Access to Dithieno [3, 2-b: 2′, 3′-d] thiophene (DTT) Derivatives by Both Palladium-Catalyzed C–S and Oxidative Dehydro C–H Coupling | |
| Chen et al. | Transition-metal-free sulfuration/annulation of alkenes: economical access to thiophenes enabled by the cleavage of multiple C–H bonds | |
| Dang et al. | Synthesis of tetraarylthiophenes by regioselective Suzuki cross-coupling reactions of tetrabromothiophene | |
| Sevigny et al. | Palladium-catalyzed intermolecular desulfinylative cross-coupling of heteroaromatic sulfinates. | |
| JP6497386B2 (ja) | 組成物および高分子化合物、並びに、該組成物または該高分子化合物を含有する有機半導体素子 | |
| Mori et al. | Synthesis of methoxy-substituted picenes: Substitution position effect on their electronic and single-crystal structures | |
| Meng et al. | Tandem cross-coupling of alkynyl sulfides and alkynyl sulfoxides/[3, 3]-sulfonium rearrangement to construct tetrasubstituted furans | |
| Kivrak et al. | Synthesis and solar-cell applications of novel furanyl-substituted anthracene derivatives | |
| Vatansever et al. | Intermolecular heterocyclization of alkynones with 2-mercaptoacetaldehyde under metal-free conditions: synthesis of 2, 3-disubstituted thiophenes | |
| JP5390959B2 (ja) | スルホン構造を有する有機半導体化合物 | |
| Ismail et al. | An efficient synthesis of 5, 5′-diaryl-2, 2′-bichalcophenes | |
| Krajčovič et al. | Adamantyl side groups boosting the efficiency and thermal stability of organic solid-state fluorescent dyes | |
| Ming et al. | Facile Synthesis of S‐Fused Multi‐Membered Polycyclic Heterocycles: A Construction Strategy towards Thermally Stable Thiepine Derivatives | |
| Yamamoto et al. | Synthesis and basic properties of tetrathieno [2, 3-a: 3′, 2′-c: 2 ″, 3 ″-f: 3‴, 2‴-h] naphthalene: a new π-conjugated system obtained by photoinduced electrocyclization–dehydrogenation reactions of tetra (3-thienyl) ethene | |
| TW201326248A (zh) | 高分子化合物及有機電晶體 | |
| Martínez et al. | Synthesis of functionalized thiophenes and oligothiophenes by selective and iterative cross-coupling reactions using indium organometallics | |
| Li et al. | Direct C–H arylation of heterocycles with heteroaryl chlorides using a bis (alkoxo) palladium complex | |
| CN103304780B (zh) | 基于乙烯-DPP的大π共聚物及其制备方法与应用 | |
| Muraoka et al. | Synthesis of New Types of Ferrocene Dimers Bridged by a Fused Oligothiophene Spacer and Study of Their Electrochemical Oxidation Process via a Mixed‐Valence State | |
| Yi et al. | A Rapid and Highly Efficient Method for the Synthesis of Benzofulvenes via CsOH‐Catalyzed Condensation of Indene and Aldehydes | |
| Hayashi et al. | A comparative study of the electronic spectra, fluorescence quantum yields, cyclic voltammograms and theoretical calculations of phenanthrene-type benzodifurans |