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  • 1
    Electronic Resource
    Electronic Resource
    Para-Xylylenes and analogues by base-induced elimination from 1,4-bis-(dialkylsulfoniomethyl)arene salts in poly(1,4-arylene vinylene) synthesis by the wessling soluble precursor method (1992)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 2233-2240 
    Details
    ISSN: 0887-624X
    Keywords: para-xylylenes ; 1,4-benzoquinodimethanes ; conducting polymers ; poly(arylene vinylene)s ; poly(phenylene vinylene)s ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: para-Xylylenes are generated by treatment of various 1,4-bis(dialkylsulfoniomethyl)arene dihalides with base in water, methanol, and aqueous acetonitrile, as shown by UV-Vis spectroscopy. This procedure allows the monitoring of the transient xylylene monomers that yield polyelectrolyte precursor polymers for poly(arylene vinylene)s, formed by variations of the chemistry developed originally by Wessling and co-workers. Alkoxy, alkyl, and halogen ring substituents on the sulfonium salt precursors do not greatly affect the ability to generate and observe the growth and decay of steady-state concentrations of the para-xylylene intermediates. Use of strong resonance-acceptor substituents - such as cyano or nitro - on the ring reduces production of a strong para-xylylene absorption, possibly due to reluctance of the ylides initially formed from the bis-sulfonium salts to eliminate to the xylylenes. By variation of UV-Vis conditions, it was found that use of 20% aqueous acetonitrile rather than water allowed formation of low to modest molecular weight polyelectrolytes in cyano-substituted cases (Mw = 8000-37,000). Use of UV-Vis test experiments should be useful for screening of bis sulfonium salt precursors that may be expected to give high molecular weight polyelectrolytes - in cases where para-xylylene formation is easy - as well as for finding reaction conditions that will optimize polymer formation. © 1992 John Wiley & Sons, Inc.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1992.080301019
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis and characterization of novel epoxy monomers and liquid crystal thermosets (1993)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 31 (1993), S. 2249-2260 
    Details
    ISSN: 0887-624X
    Keywords: liquid crystalline ; liquid crystal polymer ; liquid crystal thermoset ; thermoset ; epoxy ; thermotropic ; networks ; nematic ; smectic ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Four new epoxy monomers have been synthesized and characterized as part of a program to prepare novel liquid crystal thermoset (LCT) materials. Three of the new epoxy monomers contained a biphenyl mesogen and were not liquid crystalline (LC). The remaining epoxy monomer, which contained a 1,4-dibenzoyloxybenzene mesogen, was synthesized in an overall yield of 30% and displayed a broad (83°C) nematic liquid crystalline phase. The new liquid crystalline epoxy monomer was cured at 120°C and postcured at 175°C with a stoichiometric amount of 1,4-phenylenediamine. The thermal transitions of the resulting LCT were studied by differential scanning calorimetry (DSC), polarized light optical microscopy (POM), thermomechanical analysis (TMA), and wide angle x-ray diffraction (WAXD) as a function of cure time and temperature. A process characterization diagram was constructed which shows that LCTs based on this new LC monomer can be processed in the liquid crystalline phase over a broad range of times and temperatures. Qualitative agreement with previous epoxy LCT results was found, as LCT's with smectic phases and without clearing temperatures were observed at long cure times (high crosslink densities), whereas nematic phases with clearing temperatures predominated in networks at short cure times (low crosslink densities). © 1993 John Wiley & Sons, Inc.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1993.080310908
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  • 3
    Electronic Resource
    Electronic Resource
    The effect of radical trapping reagents upon formation of poly(α-tetrahydrothiophenio para-xylylene) polyelectrolytes by the wessling soluble precursor method (1992)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 2223-2231 
    Details
    ISSN: 0887-624X
    Keywords: poly(arylene vinylene) ; poly(1,4-phenylene vinylene) ; poly(para-phenylene vinylene) ; para-xylylene ; 1,4-benzoquinodimethane ; radical polymerization ; conducting polymers ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Molecular weights were studied by gel permeation chromatography of derivatized poly(α-tetrahydrothiophenio para-xylylene) chloride produced by aqueous or methanolic base-induced polymerization of 1,4-bis(tetrahydrothiopheniomethyl) benzene dichloride, both with and without a variety of added polymerization inhibiting agents. Efficient radical scavenging agents such as 2,2,6,6-tetramethylpiperidinoxyl and hydrogen atom donor 2,4,6-tri-tert-butylaniline reduced the degree of polymerization of the reactive α-(tetrahydrothiophenium chloride)-para-xylylene intermediate produced in this chemistry, and in some cases completely suppressed formation of high polymer. These two traps did not affect the equilibrium production of the para-xylylene by UV-Vis spectral analysis; hence they must affect the subsequent polymerization chain propagation steps in the mechanism. Electron spin resonance studies of polymerization in the presence of 0.00025 equiv of TEMPO showed disappearance of the spin label, a result consistent with a radical scavenging process. The results suggest that production of high molecular weight poly(α-tetrahydrothiophenio para-xylylene) chloride proceeds through a radical chain propagation sequence. © 1992 John Wiley & Sons, Inc.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1992.080301018
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  • 4
    Electronic Resource
    Electronic Resource
    Solid-state photochemical generation of polymeric polyradicals: Poly(4-vinylphenoxy) and copolymers with styrene (1992)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 30 (1992), S. 1335-1345 
    Details
    ISSN: 0887-624X
    Keywords: polyradicals ; magnetism ; phenoxyl radicals ; high-spin molecules ; organic ferromagnetism ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Synthesis of poly(4′-vinyl-2,4,6-tri-tert-butyl-diphenyloxalate) and its 65 : 35 and 19 : 81 copolymers with styrene are described. Rigid phase broad-band photolysis of the homopolymer with a quartz filtered xenon arc at 77 K results in production of up to 25% of the theoretical number of spins/mol expected for quantitative production of pendant phenoxyl radicals, and shows no major loss of radical signal in the ESR at temperatures below 100 K. Curie law analysis of the temperature dependence of the ESR radical signal intensity for the neat photolyzed homopolymer 1 shows curvature consistent with antiferromagnetic pairing of radical spins at low temperatures. Since through-bond conjugation of radical spins is not possible in this system, the antiferromagnetic interaction is interpreted in terms of intrachain and/or interchain through-space exchange interactions.
    Additional Material: 6 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1992.080300711
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  • 5
    Electronic Resource
    Electronic Resource
    Syntheses of new poly (arylene vinylene) analogues: Poly (4,7-benzofuran vinylene) and poly (4,7-benzothiophene vinylene) (1994)
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 65-71 
    Details
    ISSN: 0887-624X
    Keywords: poly(arylene vinylene)s ; conducting polymers ; soluble precursor polymers ; polyelectrolytes ; Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The reaction of bis(4,7-tetrahydrothiopheniomethyl) benzofuran dibromide with aqueous tetramethylammonium hydroxide leads to a water-soluble polyelectrolyte which can be film cast and thermolytically eliminated to give poly(4,7-benzofuran vinylene) (PBFV). Subjection of bis(4,7-tetrahydrothiopheniomethyl) benzothiophene dibromide to the same reaction sequence gives poly(4,7-benzothiophene vinylene) (PBTV). UV-VIS studies show that PBFV has a band gap of 2.76 eV, while PBTV has a band gap of 2.92 eV. These polymers are members of a new class of conjugated poly (arylene vinylene)s, in which heterocyclic pseudoaromatic rings are fused onto a poly(1,4-phenylene vinylene) backbone. © 1994 John Wiley & Sons, Inc.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/pola.1994.080320108
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  • 6
    Electronic Resource
    Electronic Resource
    Molecular modeling of oxaphosphetane intermediates of wittig olefination reactions (1990)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 1 (1990), S. 255-259 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The literature reveals that the structures of four unusual oxaphosphetanes have been established by x-ray diffraction studies, and the structure of one mythical oxaphosphetane (6) has been deduced by theoretical calculations. We have used these known structures to calibrate the MMX87 force field, the only necessary modification being the stretching term for the P-O bond. The bond length, 1o, was set at 1.80Å, which is an “average” of the P-O axial bond distances of the stable oxaphosphetanes. The AMPAC (Ver. 1.0) molecular orbital package utilizing the MNDO hamiltonian was also applied to the same problem, starting with the minimized geometries of the modified MMX87 force field. Fixed bond lengths and full minimizations were performed. The computed geometries of the four-member ring of each of the four oxaphosphetanes of known structures were found to be in very good agreement with the values obtained by x-ray diffraction. Furthermore, the method was applied to the mythical oxaphosphetane, and the results of MMX87 and MNDO calculations were found to be in very good agreement with the results of ab initio calculations. The MMX force field and the MNDO semiempirical method have been used to calculate the geometries and the steric energies (or heats of formation) of diastereomeric oxaphosphetanes formed in a theoretically real Wittig reaction.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hc.520010311
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  • 7
    Electronic Resource
    Electronic Resource
    Measurement of (C13)arginine incorporation into apolipoprotein B-100 in very low density lipoproteins and low density lipoproteins in normal subjects using (13C)sodium bicarbonate infusion and isotope ratio mass spectrometry (1990)
    Chichester : Wiley-Blackwell
    Biological Mass Spectrometry 19 (1990), S. 459-464 
    Details
    ISSN: 1052-9306
    Keywords: Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: We describe a new stable isotope technique for the in vivo study of hepatic plasma protein synthesis in humans. The method involves the infusion of (13C)sodium bicarbonate for 1 h and the measurement of the isotopic enrichment of (13C)arginine in newly synthesized apolipoprotein B of very low density lipoproteins (VLDL-apoB) and low density lipoproteins (LDL-apoB) in blood samples taken over a 5-6 h period from the commencement of the infusion. Isotope ratio mass spectrometry was utilized to measure 13CO2 enrichment following hydrolysis of these proteins and conversion of the guanidinium carbon of arginine in the hydrolysate to carbon dioxide by sequential incubation with arginase and urease. The method is capable of measuring isotopic enrichment as low as 0.001 at. % excess (APE) with a precision of 1.2%. In both subjects studied, the (13C)arginine of VLDL-apoB reached enrichments of 0.2 APE and that of the arginine of LDL-apoB, 0.03 APE. Incorporation of labeled arginine into LDL-apoB was demonstrable at 60-90 min. The new technique is safe and is applicable to the study of the hepatic biosynthesis of a wide range of plasma proteins.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bms.1200190803
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  • 8
    Electronic Resource
    Electronic Resource
    Molecular modeling of the Wittig olefination reaction: Part 2For Part 1, sec Ref. [1].: A molecular orbital approach at the MNDO-PM3 levelThis paper is dedicated to Professor Dr. Rolf Appel on the occasion of his 70th birthday. (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Heteroatom Chemistry 2 (1991), S. 265-276 
    Details
    ISSN: 1042-7163
    Keywords: Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: We have shown that the MNDO-PM3 semiempirical molecular orbital method is capable of yielding calculated structures of oxaphosphetanes and ylides that are comparable with the experimentally known structures.The MNDO-PM3 method also reproduces the geometric and thermodynamic parameters of the “mythyical Witting half-reaction”, previously calculated using a more elaborate and costly ab initio molecular orbital approach. In addition, using the SADDLE routine, we were able to find a transition state for this half-reaction. This transition state resembles geometrically the transition state found using the ab initio approach (4-31G* level). The energy of activation was calculated to be 9.2 kcal/mole, which is fairly comparable with the ab initio reslt of 5.2 kcal/mole.According to our calculations, and in general agreement with findings of Volatron and Eisenstein [11], the mythical Witting reaction reaction would be expected to proceed through a planar transition state for the cycloaddition of the ylide and the aldehyde in a process that superficially seems to be a synchronous one. However, an analysis of the evolution of the bond orders and the localized molecular orbitals throughout the reaction indicates that the P—O bond has not been formed in the transition state, whereas the C—C bond is about 40% formed. Therefore, the mythical Wittig half-reaction is best described as a very asynchronous cycloaddition (a bordeline two step mechanism) with a planar geometry in the transition state, composed of a multi-centered mP—C—C—O bond orbital and with the phosphorus and the oxygen atoms sharing a strong attractive charge interaction. A similar description results from computations of the Wittig reactions of H3=CHCH3 and (C6H5)3P=CHCH3 with H3CCHO, which is inconsistent with the Vedejs geometry.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hc.520020208
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  • 9
    Electronic Resource
    Electronic Resource
    Modeling linear and variable growth in phosphate limited suspension cultures of Opium poppy (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Biotechnology and Bioengineering 38 (1991), S. 371-379 
    Details
    ISSN: 0006-3592
    Keywords: plant tissue culture ; Papaver somniferum ; linear growth ; phosphate limitation ; modeling ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: In examining the growth kinetics of cell suspensions of opium poppy (Papaver somniferum), the increase in biomass with time was observed to be linear over the entire batch growth period of up to 20 days. Although batch growth profiles were reproducible utilizing the same inoculum, growth rates varied tremendously when experiments were inoculated with cells from different flasks. Both of these phenomena are difficult to explain with conventional batch growth models. In a series of a experiments, phosphate was determined to be the growth-rate-limiting substrate. By expressing growth rate in terms of the intracellular reserves of phosphorus, a growth model which expresses kinetics in terms of the intracellular phosphorus contents of the cells is shown to predict both linear growth character and inoculum dependent variability in growth. The stationary phase phosphate content of seven plant suspension cultures of different plant species was found to be comparable to phosphorus levels of phosphate-starved poppy cells, which suggests that phosphate limitation may be common for plant tissue culture. The applicability of this model to other biological systems which display similar batch growth patterns when subjected to inorganic nutrient deprivation is discussed.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bit.260380407
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  • 10
    Electronic Resource
    Electronic Resource
    Estimation of Growth Yield and Maintenance Coefficient of Plant Cell SuspensionsJournal article 12859 of the Purdue University Agricultural Experiment Station. (1991)
    New York, NY [u.a.] : Wiley-Blackwell
    Biotechnology and Bioengineering 38 (1991), S. 1131-1136 
    Details
    ISSN: 0006-3592
    Keywords: plant cell suspensions ; carbon utilization ; growth yield ; maintenance coefficient ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Biology , Process Engineering, Biotechnology, Nutrition Technology
    Notes: Methodology is presented for the determination of growth yield (Yg) and maintenance coefficient (m) for carbon utilization of plant cells grown in suspension culture. Estimation of Yg and m requires measurements of specific growth rate (µ) and specific rate of substrate uptake (q) at different growth limiting substrate concentrations. Batch culture of tobacco cells did not permit evaluation of Yg and m because µ is constant and maximal during most of the growth cycle. In batch culture, the period of declining specific growth rate is extremely brief because of the rapid transition from logarithmic growth to stationary phase. This occurs because the Km for growth is relatively small compared to the initial sucrose concentration. Thus, when the substrate level reaches the Km, the large mass of cells rapidly depletes the remaining substrate. In contrast, semicontinuous culture facilitates the determination of Yg and m because various steady-state growth rates can be achieved. Mathematical expressions were developed to determine the effective values of µ and q over the semicontinuous replacement interval. The validity of this approach was verified by conducting simulations using experimentally determined parameters.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bit.260381003
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