Complexation of titanium alkoxides with pentenoic acid and allylacetoacetate and their hydrolysis and addition reactions with H‐silanes

Kayan, Asgar; Hoebbel, Dagobert; Schmidt, Helmut K.

doi:10.1002/app.21315

Cited by 26 publications

(23 citation statements)

References 8 publications

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“…This can be related to the large size of tin atom. All of these values are consistent with those detected in a number of carboxylate-metal(IV or III) derivatives [13,[15][16][17][18][19][20][21][22].…”

Section: Polymerization Of Ipge With Kohsupporting

confidence: 88%

Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Yalçın

Kayan

2012

Designed Monomers and Polymers

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The polymerization reactions of isopropylglycidyl ether (IPGE) were carried out by various catalysts potassium hydroxide, potassium tert-butoxide, tetrafluorophthalate aluminum secbutoxide, tetrafluorophthalate tin tert-butoxide, and tetrafluorophthalate-titanium isopropoxide complexes. Tetrafluorophthalate-aluminum, tin, and titanium have been prepared from aluminum sec-butoxide, tin tert-butoxide, and titanium isopropoxide in alcohol and tetrafluorophthalic acid. Poly-IPGE and catalysts were characterized by 1 H, 13 C NMR, FTIR spectroscopy, elemental analysis, and gel permeation chromatography. IPGE is less reactive toward OH À nucleophiles than 3-glycidyloxypropyltrimethoxysilane and propylene oxide.Keywords: polymer; catalyst; synthesis; NMR; ring opening IntroductionRing-opening polymerization of epoxide monomers has been gaining attention in both academic and industrial circles due to its wide range of applications such as production of detergents, nonionic surfactants, washing agents, the heavy metal-free coating, filler, extenders, in drinking water distribution systems, antireflective composition for photoresists, reinforced plastics, adhesives, and polyurethane production process [1][2][3][4][5][6]. Propylene oxide (PO), styrene oxide (SO), 3-glycidyloxypropyltrimethoxysilane (GPTS), and phenylglycidyl ether (PGE) of cyclic ethers have been polymerized by both anionic and cationic catalysts and also by more selective catalyst system and their products characterized by different spectroscopic techniques [6][7][8][9][10][11][12][13]. As in the mechanism of ring-opening polymerization of PO initiated with porphyrin aluminum chloro complex [9,10], I have recently suggested that the polymerization of GPTS initiated with tetrafluorophthalate zirconium complex proceeds as follows [13].Although there is some spectroscopic evidence ( 1 H NMR) for the formation of polyisopropylglycidyl ether (IPGE) [14][15][16], nothing is known about the effect of different catalysts on the epoxide ring-opening and polymerization degree of IPGE in polymerization reactions. The first purpose was to prepare and use new catalysts in the ring-opening polymerization of IPGE. The second purpose of this study was to synthesize and characterize the polymers of IPGE prepared with various catalysts. The third purpose was to see whether the side isopropoxymethyl group (CH 2 OC 3 H 7 ) of oxirane will affect both the reactivity toward basic catalysts and the regioselectivity and stereoselectivity of polymerization when compared with other groups such as methyl, phenoxymethyl, and trimethoxysilylpropoxymethyl on epoxides.

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Section: Polymerization Of Ipge With Kohsupporting

confidence: 88%

Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Yalçın

Kayan

2012

Designed Monomers and Polymers

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“…In addition, a second single-source precursor SSP2-Eu ( 4 ) was synthesized based on 5-(triethoxysilyl)pentanoic acid ( 3 ) and was also applied for the complexation of europium(III) ions and finally for the preparation of europium(III)-doped silica films. 25 These precursors now serve different functions. First of all, the rate of condensation of europium is controlled via the coordinative linkage to the organosilane, and second, based on the stable coordination, europium and silicon are positioned in close proximity to each other in the final material, thus phase separation in a silica-rich and europium oxide-rich phase is hindered.…”

Section: Resultsmentioning

confidence: 99%

Novel Sol–Gel Precursors for Thin Mesoporous Eu³⁺-Doped Silica Coatings as Efficient Luminescent Materials.

et al. 2012

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Europium(III) ions containing mesoporous silica coatings have been prepared via a solvent evaporation-induced self-assembly (EISA) approach of different single-source precursors (SSPs) in the presence of Pluronic P123 as a structure-directing agent, using the spin-coating process. A deliberate tailoring of the chemical composition of the porous coatings with various Si:Eu ratios was achieved by processing mixtures of tetraethylorthosilicate (TEOS) and Eu3+-coordinated SSPs. Small-angle X-ray scattering (SAXS) and transmission electron microscopy (TEM) analyses demonstrate that the thin metal oxide-doped silica coatings consist of a porous network with a short-range order of the pore structure, even at high europium(III) loadings. Furthermore, luminescence properties were investigated at different temperatures and different degrees of Eu3+ contents. The photoluminescence spectra clearly show characteristic emission peaks corresponding to the 5D0 → 7FJ (J = 0–5) transitions resulting in a red luminescence visible by the eyes, although the films have a very low thickness (150–200 nm).

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“…Triethoxysilane and triethylsilane were added to titanium-chelate complexes in 1:1 molar ratio (Ti-alkoxide/H-silane). The investigation of products by 13 C and 29 Si NMR showed addition of Si-H to C=C double bond [20].…”

Section: Resultsmentioning

confidence: 99%

Complexation of Zirconium Alkoxides with 3-Pentenoic Acid and Hydrolytic Stability of Their Products

Bulut

Mercanci

Kayan

2004

Journal of Inorganic and Organometallic Polymers

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Complexation of titanium alkoxides with pentenoic acid and allylacetoacetate and their hydrolysis and addition reactions with H‐silanes

Cited by 26 publications

References 8 publications

Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Novel Sol–Gel Precursors for Thin Mesoporous Eu³⁺-Doped Silica Coatings as Efficient Luminescent Materials.

Complexation of Zirconium Alkoxides with 3-Pentenoic Acid and Hydrolytic Stability of Their Products

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Complexation of titanium alkoxides with pentenoic acid and allylacetoacetate and their hydrolysis and addition reactions with H‐silanes

Cited by 26 publications

References 8 publications

Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Novel Sol–Gel Precursors for Thin Mesoporous Eu3+-Doped Silica Coatings as Efficient Luminescent Materials.

Complexation of Zirconium Alkoxides with 3-Pentenoic Acid and Hydrolytic Stability of Their Products

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Novel Sol–Gel Precursors for Thin Mesoporous Eu³⁺-Doped Silica Coatings as Efficient Luminescent Materials.