A Study of Thiourea and Substituted Thiourea Analogs by the Bjerrum Titration Method

Walter, J. L.; Walter, Christian; Ryan, James A.; Lane, Thomas J; Lane, C.S.C.

doi:10.1021/ja01602a026

Cited by 41 publications

(11 citation statements)

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“…Since PbI 2 and DPhTA cannot react in the absence of BA, we speculate that the − SH converted from DPhTA under alkaline condition works as the real sulfur precursor (Supplementary Fig. 1) 27,28 . We also tried to replace DPhTA with TMS-S, which can react with PbI 2 directly.…”

Section: Resultsmentioning

confidence: 99%

Room-temperature direct synthesis of semi-conductive PbS nanocrystal inks for optoelectronic applications

et al. 2019

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Lead sulphide (PbS) nanocrystals (NCs) are promising materials for low-cost, high-performance optoelectronic devices. So far, PbS NCs have to be first synthesized with long-alkyl chain organic surface ligands and then be ligand-exchanged with shorter ligands (two-steps) to enable charge transport. However, the initial synthesis of insulated PbS NCs show no necessity and the ligand-exchange process is tedious and extravagant. Herein, we have developed a direct one-step, scalable synthetic method for iodide capped PbS (PbS-I) NC inks. The estimated cost for PbS-I NC inks is decreased to less than 6 $·g−1, compared with 16 $·g−1 for conventional methods. Furthermore, based on these PbS-I NCs, photodetector devices show a high detectivity of 1.4 × 1011 Jones and solar cells show an air-stable power conversion efficiency (PCE) up to 10%. This scalable and low-cost direct preparation of high-quality PbS-I NC inks may pave a path for the future commercialization of NC based optoelectronics.

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Section: Resultsmentioning

confidence: 99%

Room-temperature direct synthesis of semi-conductive PbS nanocrystal inks for optoelectronic applications

et al. 2019

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“…It is indubitably connected with protonization of TU molecules in acidic solutions where values of zero charge potentials are more negative than in NaClO 4 solutions. The values of the acid dissociation constant of the protonated form of thiourea pK a described in literature vary between À0.96 and 1.26 [33][34][35][36][37]. According to Strizhow [38] such a big differences are the result of two isomers of thiourea which exist in the solution.…”

Section: Discussionmentioning

confidence: 99%

The adsorption of thiourea on the mercury from neutral and acidic solutions of perchlorates

Nosal‐Wiercińska

Fekner

Dalmata

2005

Journal of Electroanalytical Chemistry

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“…We also conducted a literature research on the topic of thiourea protonation but the literature is rather contradictory. The available data presents a deprotonation constant pK A for protonated thiourea in water comprised between -4.55 [21] and +2.91 [22]. The protonation constant pK P of thiourea in water is given between -1.58 and +1.18 [23].…”

Section: Accepted M Manuscriptmentioning

confidence: 99%

Iminothiol/thiourea tautomeric equilibrium in thiourea lipids impacts DNA compaction by inducing a cationic nucleation for complex assembly

Breton¹,

Bessodes²,

Bouaziz³

et al. 2009

Biophysical Chemistry

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This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. A C C E P T E D M A N U S C R I P T ACCEPTED MANUSCRIPT A C C E P T E D M A N U S C R I P T ACCEPTED MANUSCRIPT2 Abstract: Our research on lipidic vectors for transfection led us to develop thiourea lipids able to interact with DNA. Hence, we developed a series of lipopolythioureas based on the strong hydrogen bond donor ability of thiourea. More recently we have reported a branched hydroxylated bis-thiourea derivative with interesting transfecting properties. The last step of the syntheses involved a strong acidic condition, leading to an unstable product upon storage.Therefore we designed a new synthesis in mild acidic conditions. Though they exhibit the same mass, the lipids obtained in the two different conditions differ by their interaction with DNA. We therefore explored the physicochemical properties of these two lipids by different means that we describe in this article. In order to insure easier and reliable 13 C-NMR studies of the thiourea group we have designed the synthesis of the corresponding 13 C-labelled thiourea lipids. We have thus shown that when the lipid was submitted to mildly acidic medium; only the thiourea group was observed; while a thiourea/charged and/or uncharged iminothiol tautomeric equilibrium formed when the last step of the synthesis was submitted to low pH. NMR experiments showed that this tautomeric equilibrium could not form in polar solvents. However, UV experiments on the liposomal form of the lipopolythiourea showed the presence of the tautomers. Lipid/DNA interaction consequently differed according to the acidic treatment applied. Eventually, these results revealed that on this particular thiourea lipid, electrostatic interactions due to cationic thioureas are likely to be responsible for DNA compaction and that this tautomeric form of the thiourea could be stabilised by hydrogen bonds in a supramolecular assembly. Nevertheless, this does not reflect a general thiourea lipid/DNA interaction as other thiourea lipids that are able to compact DNA do not undergo an acidic treatment during the final stage of their synthesis.

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A Study of Thiourea and Substituted Thiourea Analogs by the Bjerrum Titration Method

Cited by 41 publications

References 0 publications

Room-temperature direct synthesis of semi-conductive PbS nanocrystal inks for optoelectronic applications

Room-temperature direct synthesis of semi-conductive PbS nanocrystal inks for optoelectronic applications

The adsorption of thiourea on the mercury from neutral and acidic solutions of perchlorates

Iminothiol/thiourea tautomeric equilibrium in thiourea lipids impacts DNA compaction by inducing a cationic nucleation for complex assembly

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