The vibrational spectra thiophene derivatives: the monohalogenothiophenes

Horák, M.; Hyams, I.J.; Lippincott, Ellis R.

doi:10.1016/0371-1951(66)80039-5

Cited by 42 publications

(5 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The IR spectra were recorded in the reflectance mode with a Perkin-Elmer System 2000 FTIR employing ITO-coated glass as supporting substrate for both monomer and polymer ( Dini et al, 2000 ). The disappearance of the bands in the range 620–705 cm −1 and the attenuation and the shifts of the bands in the range 770–890 cm −1 in passing from the monomer to the electrodeposit ( Figure 4 ) are consistent with the occurrence of polymerization during the potentiodynamic oxidation of 3,3″-DDTT ( Horak et al, 1966 ; Hotta et al, 1984 ; Akimoto et al, 1986 ; Furukawa et al, 1987 ).…”

Section: Methodssupporting

confidence: 72%

EQCM Analysis of the Insertion Phenomena in a n-Doped Poly-Alkyl-Terthiophene With Regioregular Pattern of Substitution

2021

View full text Add to dashboard Cite

In the present work, we have undertaken the study of the n-doping process in poly-3,3″-didodecyl-2,2′:5′,2″-terthiophene (poly-33″-DDTT) employing the electrochemical quartz crystal microbalance (EQCM). The present study aims at understanding how cathodic charge in n-doped poly-33″-DDTT is compensated. For this purpose, the in situ analysis of the variations of the polymeric mass has been considered. Poly-33″-DDTT was obtained as a thin coating onto a metallic substrate via the anodic coupling of the corresponding monomer 3,3″-didodecyl-2,2′:5′,2″-terthiophene (33″-DDTT). When subjected to electrochemical n-doping in the polarization interval -2.5 ≤ Eappl ≤ 0 V vs. Ag/Ag+, the films of poly-33″-DDTT varied their mass according to a mechanism of cations insertion during n-doping and cations extraction during polymer neutralization. In fact, the electrochemical doping of polythiophenes requires the accompanying exchange of charged species to maintain the electroneutrality within the structure of the polymer in all states of polarization. At the end of a full electrochemical cycle (consisting of the n-doping and the successive neutralization of poly-33″-DDTT), the polymer retains a fraction of the mass acquired during n-doping, thus manifesting the phenomena of mass trapping. The combined analysis of electrochemical and microgravimetric data suggests that poly-33″-DDTT in the n-doped state undergoes (or electrocatalyzes) uncontrolled electrochemical reactions that are not accompanied by mass variations.

show abstract

Section: Methodssupporting

confidence: 72%

EQCM Analysis of the Insertion Phenomena in a n-Doped Poly-Alkyl-Terthiophene With Regioregular Pattern of Substitution

2021

View full text Add to dashboard Cite

show abstract

“…The absorption bands between 850 and 670 cm"1 are characteristic of the substitution pattern; these bands are due to the ring C-H out-of-plane bending vibrations. 48 Chemically synthesized poly (thiophene), which due to the synthetic route should have a well-defined 2,5substitution pattern, shows a sharp absorption band at 780 cm"1 49,30 In contrast, poly(thiophene) in which the thiophene units are coupled through the 2,4-positions shows two strong bands at 730 and 820 cm"1. 30 In poly(3-methylthiophene) the ring C-H out-of-plane bending vibration appears around 810 cm"1.30,50,51 The infrared spectrum of electrochemically synthesized poly(3,3,-dimethyl-2,2/-bithiophene) shows a strong absorption at 823 cm™1, characteristic of the Cfl-H outof-plane bending.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and characterization of two regiochemically defined poly(dialkylbithiophenes): a comparative study

Maior¹,

Hinkelmann²,

Eckert³

et al. 1990

Macromolecules

277

View full text Add to dashboard Cite

“…A series of TnP (n = 1-3) exhibit closely related ir profiles. For these compounds distinct bands around 1490 and 1430 cm -1 are due to the 1,4-disubstituted benzene ring [18] and the 2-substituted thiophene ring [20], respectively. Sharply resolved peaks around 810 and 700 cm -1 are again assigned to the 1,4-disubstituted benzene [18] and the 2-substituted thiophene [21], respectively.…”

Section: Spectroscopic Characterization Of the Materialsmentioning

confidence: 99%

Synthesis of thiophene/phenylene co‐oligomers. III. thienyl‐capped oligophenylenes

Hotta¹

2001

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

The author reports the synthesis of thienyl‐capped oligophenylenes via improved synthetic schemes. These schemes are based on either the Grignard or Suzuki coupling reaction and enable the author to obtain the target compounds at appreciably high yields. Regarding several of these compounds, their synthesis and characterization are believed to be reported for the first time. The resulting materials have been fully characterized through the nmr and ir spectroscopy. The ir analysis is particularly useful in characterizing the materials of higher molecular weight, since those materials are difficult to dissolve in organic solvents.

show abstract

The vibrational spectra thiophene derivatives: the monohalogenothiophenes

Cited by 42 publications

References 12 publications

EQCM Analysis of the Insertion Phenomena in a n-Doped Poly-Alkyl-Terthiophene With Regioregular Pattern of Substitution

EQCM Analysis of the Insertion Phenomena in a n-Doped Poly-Alkyl-Terthiophene With Regioregular Pattern of Substitution

Synthesis and characterization of two regiochemically defined poly(dialkylbithiophenes): a comparative study

Synthesis of thiophene/phenylene co‐oligomers. III. thienyl‐capped oligophenylenes

Contact Info

Product

Resources

About