New Tin Templates for the Synthesis of Macrocyclic Polythiaether−Polythiaester Ligands

Vujasinović, Ines; Veljković, Jelena; Mlinarić‐Majerski, Kata

doi:10.1021/jo048712l

Cited by 14 publications

(11 citation statements)

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“…In general, polythiol materials were synthesized by conversion of OH group into SH group. Compound including OH group can be converted into SH group via the reaction of SOCl2 with thiourea 9 or HBr with thiourea. [10][11][12] In recent, it was synthesized by hydrolysis of KOH or ammonia water in refluxing base conditions via isothiouronium made using HCl and thiourea.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Novel Polythiol for Plastic Optical Lens and its Ophthalmic Lens

Jang¹,

Roh²,

Kim³

et al. 2009

Bulletin of the Korean Chemical Society

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Novel polythiol materials of urethane lens series for plastic optical lens were synthesized from polyol materials via thioisouronium of thiourea with c-HCl in refluxing aqueous solution, in which polythiol material was carried out from hydrolysis of thioisouronium by ammonia water. Their structure properties were identified by EA, EI-MS, FT-IR, 1 H and 13 C NMR spectroscopies and TGA. Their ophthalmic lenses as polythiourethane material were prepared by thermal curing to an injected glass mold using the evenly solutions of diisocyanates series (TDI, XDI, HDI or IPDI) with polythiols. Polythiourethane shows that the strong stretching mode for SH group of polythiol disappeared in FT-IR spectra after thermosetting polymerization. Thermal deformation starting temperature of ophthalmic lenses was determined by TMA. Ophthalmic lenses made from characteristic polythiol and diisocyanate series have transparency, colorless and good impact strength, in which thermal resistance and impact strength of ophthalmic lenses were influenced by diisocyanate series. Physical properties of ophthalmic lens have contrast thermal resistance with impact strength. The property of thermal resistance and impact strength for respective ophthalmic lenses was examined by TMA and drop ball test.

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Section: Resultsmentioning

confidence: 99%

Synthesis of Novel Polythiol for Plastic Optical Lens and its Ophthalmic Lens

Jang¹,

Roh²,

Kim³

et al. 2009

Bulletin of the Korean Chemical Society

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“…Thiamacrocyclic ligands 8-19 were prepared via ring-opening condensation of the corresponding stannapolythianes 1-4 [21] and diacyl dichlorides 5-7. Stannapolythianes function as active dithiols and also as covalent templates serving both, as a template for chain assembly, and as a reaction site for subsequent ring closure of the chains locking them in right position.…”

Section: Resultsmentioning

confidence: 99%

“…An OmniSpher C18 (250 Â 4.6 mm) chromatography column was employed by eluting with CH 3 CN at a flow rate of 1 ml/min. Adamantane-1,3dicarbonyl dichloride (5) [28] and tin-templates 1-4 [21] were prepared according to the procedure described in literature. Glutaryl dichloride (6) and pimeloyl dichloride (7) are commercially available.…”

Section: Resultsmentioning

confidence: 99%

Influence of the rigid spacer to macrocyclization of poly(thialactones): synthesis and computational analysis

Vujasinović¹,

Mlinarić‐Majerski

Bertoša

et al. 2009

J of Physical Organic Chem

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Influence of the rigid spacer to macrocyclization of poly(thialactones): synthesis and computational analysis Formation of macrocyclic lactones 8-19 by ring-opening condensation of corresponding stannathianes 1-4 with diacyl dichlorides 5-7 was studied experimentally and theoretically. The cyclization reactions afforded mixtures of corresponding monomers (M), dimers (D), and trimers (T). In order to rationalize the influence of type and size of the spacer on the products ratio in the M-D-T mixtures we performed a force field based molecular modeling study. Monte Carlo conformational search was conducted and lowest energy conformations in chloroform were determined. Results of the molecular modeling in combination with the assumed kinetic parameters enabled better understanding of the experimentally obtained composition of the M-D-T-mixtures. Figure 2. The most stable conformers of monomer, dimer, and trimer of 11 and 12 in chloroform as determined by MCMM conformational search. Corresponding macrocycles of 11 and 12 have the same number of atoms in the ring; however, the products yields differ significantly.

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“…Higher values for Hg 2þ , Ag þ and Cd 2þ were the expected results. This is because, sulphur containing ligands are especially appropriate for complexation with heavy metal ions such as Hg 2þ , Ag þ and Cd 2þ due to the softness of sulphur [41]. On the other hand, the metal-free phthalocyanine core has to be taken into consideration for the extraction process.…”

Section: Resultsmentioning

confidence: 99%