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  • Polymer and Materials Science  (12)
  • 1,3-bis(3-hydroxypropylsulfonyl)propane  (1)
  • 1
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 2809-2816 
    ISSN: 0887-624X
    Schlagwort(e): 1,4-bis((3-hydroxypropylsulfonyl)butane ; polycarbonate ; poly(carbonatesulfone) ; liquid crystalline ; dipole-dipole interaction ; dielectric constant ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: High molecular weight aliphatic poly(carbonate-sulfone) homopolymer (PC-343) and random copolymer (PC-343-10) were synthesized from 1,4-bis(3-hydroxypropylsulfonyl)butane (Diol-343) and a 1/1 molar mixture of Diol-343 and 1,10-decanediol, respectively. As a comparison, an aliphatic polycarbonate homopolymer (PC-10) was prepared from 1,10-decanediol. While PC-10 exhibited a single melting peak during its DSC heating scan, both PC-343 and PC-343-10 exhibited multiple reproducible first-order transitions during DSC heating scans. Both PC-343 and PC-343-10 showed broad reflections in their WAXD diagrams; the crystalline order of PC-343 is higher than that of PC-343-10. Based on the DSC and WAXD results and our discovery on the liquid crystalline behavior of aliphatic poly(carbonate-sulfone)s from 1,3-bis(hydroxypropylsulfonyl)propane, we suggest PC-343 and PC-343-10 are liquid crystalline and the liquid crystalline phase formation is directed by the dipole-dipole interactions between sulfone groups. Films were obtained from these polymers by compression molding and dielectric analyses were conducted on them. One glass transition related dielectric relaxation was observed in PC-343-10. One glass transition related dielectric relaxation and one sub-glass transition related dielectric relaxation were observed in PC-343. The glass transition temperature increases with the increase of sulfone content in the polymers. A dramatic rise in dielectric constant with temperature was observed in PC-343 and PC-343-10 at low frequencies, which is probably due to the sulfone dipole interaction with the electrical field. © 1994 John Wiley & Sons, Inc.
    Zusätzliches Material: 10 Ill.
    Materialart: Digitale Medien
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  • 2
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 36 (1998), S. 495-504 
    ISSN: 0887-624X
    Schlagwort(e): copolymer ; glass transition temperature ; Fox equation ; sulfone ; thioether ; oxyethylene ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: New classes of copolymers, poly[oxy(chloromethyl)ethylene]/poly[oxy-((alkylthio)methyl)ethylene] copolymers (CE-ATEs), poly[oxy((alkylthio)methyl)-ethylene]s (ATEs), poly[oxy(chloromethyl)ethylene]/poly[oxy((alkylsulfonyl)meth-yl)ethylene] copolymers (CE-ASEs), and poly[oxy((alkylsulfonyl)methyl)ethylene]s (ASEs) have been made for the first time. The thioether-containing polymers (CE-ATEs and ATEs) were synthesized by reacting poly[oxy(chloromethyl)ethylene] (CE, poly(epichlorohydrin)) with different amounts of sodium alkanethiolates. The sulfone-containing polymers (CE-ASEs and ASEs) were synthesized by oxidizing the CE-ATEs and ATEs using m-chloroperoxybenzoic acid. The Fox equation, a linear relationship, fit the Tg/composition data for most CE-ATEs. The Tg's of the CE-ASEs showed positive deviations from those calculated using the Fox equation. The Johnston equation, in which steric and/or polar interactions between dissimilar monomeric units are considered by using TgAB (the Tg of the AB or BA dyad), fit the Tg/composition data for all copolymers in this study. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 495-504, 1998
    Zusätzliches Material: 6 Ill.
    Materialart: Digitale Medien
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  • 3
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 1351-1360 
    ISSN: 0887-624X
    Schlagwort(e): 1,3-bis(3-hydroxypropylsulfonyl)propane ; 1,4-bis(3-hydroxysulfonyl)butane ; polyesters ; poly(ester-sulfone) ; liquid crystalline ; glass transition ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Aliphatic and aromatic-aliphatic poly(ester-sulfone)s were synthesized by the transesterifications of diphenyl adipate and diphenyl phthalates (ortho, meta, para) with two sulfonecontaining diols, 1,3-bis (3-hydroxypropylsulfonyl) propane (Diol-333) and 1,4-bis(3-hydroxypropylsulfonyl) butane (Diol-343). Based on DSC and WAXD studies, the aliphatic homopoly(ester-sulfone)s are semicrystalline at room temperature and liquid crystalline at elevated temperature, while their copolymers with alkanediols are liquid crystalline. The liquid crystalline phase formation in aliphatic poly(ester-sulfone)s is attributed to the strong dipole-dipole interactions between sulfone groups. The aromatic-aliphatic poly(estersulfone)s from diphenyl phthalate (ortho) and isophthalate (meta) are amorphous. They are soluble in trifluoroacetic acid and m-cresol at room temperature, and DMF, DMAC, and DMSO at elevated temperature. The aromatic-aliphatic poly(ester-sulfone)s from diphenyl terephthalate are semicrystalline and are soluble only in trifluoroacetic acid. For a given diol, the glass transition temperatures of aromatic-aliphatic poly(ester-sulfone)s increase from phthalate to isophthalate to terephthalate. This is because the flexibility of the benzene ring in the polymer backbone decreases from ortho to meta to para substitution. As a comparison, polyesters without sulfone groups were synthesized from two alkanediols, 1,9-nonanediol and 1,10-decanediol, and the diphenyl esters. The poly(ester-sulfone)s have glass transition temperatures 60-80°C higher than the corresponding polyesters without sulfone groups, due to the strong dipolar interactions between sulfone groups. © 1994 John Wiley & Sons, Inc.
    Zusätzliches Material: 8 Ill.
    Materialart: Digitale Medien
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  • 4
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 1531-1537 
    ISSN: 0887-624X
    Schlagwort(e): 1,3-bis(3 hydroxy propyl sulfonyl)propane ; 1,4-bis(3-hydroxypropyl sulfonyl)butane ; 1,3-propane dithiol ; 1,4-butane dithiol ; poly(urethane) ; poly sulfone ; methylene diphenyl diisocyanate (MDI) ; toluene diisocyanate (TDI) ; hexamethylene diisocyanate (HMDI) ; melt temperature ; glass transition temperature ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Eight poly(urethane-sulfone)s were synthesized from two sulfone-containing diols, 1,3-bis(3-hydroxypropylsulfonyl)propane (Diol-333) and 1,4-bis(3-hydroxypropylsulfonyl)butane (Diol-343), and three diisocyanates, 1,6-hexamethylene diisocyanate (HMDI), 4,4′-diphenylmethane diisocyanate (MDI), and tolylene diisocyanate (TDI, 2,4- 80%; 2,6-20%). As a comparison, eight polyurethanes were also synthesized from two alkanediols, 1,9-nonanediol and 1,10-decanediol, and three diisocyanates. Diol-333 and Diol-343 were prepared by the addition of 1,3-propanedithiol or 1,4-butanedithiol to allyl alcohol and subsequent oxidation of the resulting sulfide-containing diols. The homopoly(urethanesulfone)s from HMDI and MDI are semicrystalline, and are soluble in m-cresol and hot DMF, DMAC, and DMSO. The copoly(urethane-sulfone)s from a 1/1 molar ratio mixture of Diol-333 and Diol-343 with HMDI or MDI have lower crystallinity and better solubility than the corresponding homopoly(urethane-sulfone)s. The poly(urethane-sulfone)s from TDI are amorphous, and are readily soluble in m-cresol, DMF, DMAC, and DMSO at room temperature. Differential scanning calorimetry data showed that poly(urethane-sulfone)s have higher glass transition temperatures and melting points than the corresponding polyurethanes without sulfone groups. The rise in glass transition temperature is 20-25°C while the rise in melting temperature is 46-71°C. © 1994 John Wiley & Sons, Inc.
    Zusätzliches Material: 6 Ill.
    Materialart: Digitale Medien
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  • 5
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 2291-2300 
    ISSN: 0887-624X
    Schlagwort(e): polycarbonate ; polysulfone ; liquid crystal ; 1,3-bis(3-hydroxypropyl sulfonyl) propane ; smectic ; X-ray ; dipole-dipole interaction ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Aliphatic poly(carbonate-sulfone) homo- and copolymers were prepared from 1,3-bis(3-hydroxypropylsulfonyl)propane (Diol-333) and various alkanediols. The copolymers are random in nature since they were prepared by melt copolymerization. Both the homopolymer and the copolymers exhibited multiple reproducible first-order transitions during differential scanning calorimetry (DSC) heating scans, but most of them exhibited only single exotherm during cooling scans. Typical schlieren textures were observed when these polymers were cooled from their isotropic melts. The copolymers have wide-angle x-ray diffraction (WAXD) patterns almost identical to that of the homopolymer except in the low-angle spacing, indicating their packing in the crystalline domain in similar. DSC, cross-polarized optical microscopy, and WAXD revealed that these polymers were smectic liquid crystalline at room temperature. Since aliphatic poly(carbonate-sulfone)s are flexible linear polymers with no rigid rod components, the liquid crystalline phase formation is probably directed by the dipole-dipole interactions between sulfone groups in adjacent chains. © 1994 John Wiley & Sons, Inc.
    Zusätzliches Material: 11 Ill.
    Materialart: Digitale Medien
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  • 6
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 32 (1994), S. 1323-1330 
    ISSN: 0887-624X
    Schlagwort(e): sulfide ; ethylene ; sulfone ; oxide ; 1,2-ethane dithiol synthesis ; oxidation ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Three poly(ethylene oxide-co-ethylene sulfide)s with oxygen to sulfur ratios of 2/1, 2/2, and 1/2 were prepared by phase-transfer catalyzed polycondensations of (1) sodium sulfide and 1,2-bis (2-chloroethoxy)ethane, (2) 1,2-ethanedithiol and 1,2-bis(2-chloroethoxy)ethane, and (3) 1,2-ethanedithiol and 2-chloroethyl ether, respectively. A buffered solution with pH between the pKa of the monothiol (RSH) and the pKa2 of the dithiol (HS-R-SH), or H2S, was needed to obtain high molecular weight polymers, which suggests that nucleophiles transfer and react as monoanions rather than dianions. These poly(ethylene oxide-co-ethylene sulfide)s were oxidized completely to poly(ethylene oxide-co-ethylene sulfone)s using 3-chloroperoxybenzoic acid as oxidant. Both the final polymers and the precursors have regular sequenced structures and are semicrystalline. As expected, their glass transition temperatures and melting points increase and solubilities decrease with the decrease of ether oxygen to sulfur ratio. © 1994 John Wiley & Sons, Inc.
    Zusätzliches Material: 6 Ill.
    Materialart: Digitale Medien
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  • 7
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part A: Polymer Chemistry 36 (1998), S. 793-801 
    ISSN: 0887-624X
    Schlagwort(e): poly(oxyethylene) ; thioether ; sulfoxide ; sulfone ; copolymer ; solubility ; glass transition temperature ; substitution ; oxidation ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Poly[oxy(ethylthiomethyl)ethylene] (ETE) was prepared from poly[oxy (chloromethyl)ethylene] (CE) by reaction with sodium ethanethiolate. Sulfoxide and sulfone analogues were synthesized by oxidation of the poly[oxy(ethylthiomethyl)ethylene]. By changing the chloromethyl/sodium ethanethiolate ratio, poly[oxy (chloromethyl)ethylene-co-oxy(ethylthiomethyl)ethylene] (CE-ETEs) were easily made. Poly[oxy(ethylsulfinylmethyl)ethylene] (ESXE), poly[oxy(chloromethyl)ethylene-co-oxy(ethylsulfinylmethyl)ethylene] (CE-ESXEs), poly[oxy(ethylsulfonylmethyl)ethylene] (ESE), and poly[oxy(chloromethyl)ethylene-co-oxy(ethylsulfonylmethyl)ethylene] (CE-ESEs) were obtained by oxidation of ETE or CE-ETEs. There was little if any chain degradation. The (co)polymer structures were confirmed by FTIR and 1H-NMR spectroscopic studies. Their thermal properties were studied by DSC and TGA. Tgs of ETE, ESXE, and ESE were -57, 36, and 57°C, respectively, and Td,os (initial decomposition temperature, TGA) were 331, 198, and 308°C, respectively. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 793-801, 1998
    Zusätzliches Material: 7 Ill.
    Materialart: Digitale Medien
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  • 8
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part B: Polymer Physics 32 (1994), S. 1671-1676 
    ISSN: 0887-6266
    Schlagwort(e): sulfone-containing polymers ; high barrier materials ; polymer permeability ; polyester ; polycarbonate ; polyurethane ; free volume ; Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Physik
    Notizen: Three types of sulfone-containing polymers, poly(carbonate-sulfone)s, poly(ester-sulfone)s, and poly(urethane-sulfone)s, were characterized as high barrier materials. They were made by condensing sulfone-containing diol, 1,3-bis(3-hydroxypropylsulfonyl)propane (Diol-333), or 1,4-bis(3-hydroxypropylsulfonyl)butane (Diol-343), with diphenyl carbonate, diphenyl esters, and diisocyanates, respectively. The incorporation of polar sulfone groups into polymer backbones increases the glass transition temperature of polymers in all cases; however, the increment is different with different functional linkages. The increments in polycarbonates and polyesters are higher than that in polyurethanes. This is because the interactions between carbonate or ester groups are much weaker than the interactions between sulfone groups, whereas the hydrogen bonding between urethane groups is comparable with the polar interaction between sulfone groups. The polymers were coated on 50-μm-thick Kapton films by solution casting and their permeabilities toward carbon dioxide were measured at 25°C using the ASTM D1434 volumetric method. The sulfone-containing polymers have carbon dioxide permeability coefficients at least 50 times smaller than the corresponding polymers without sulfone groups. The carbon dioxide barrier properties of sulfone-containing polymers are comparable with ethylene/vinyl alcohol copolymers (EVAL), which are commercial high barrier polymers. An isomer effect on polymer permeability was observed in the aromatic-aliphatic poly(ester-sulfone) series. The permeability coefficients of the aromatic-aliphatic poly(ester-sulfone)s decrease from terephthalate to isophthalate to phthalate, corresponding to the increase of chain flexibility above the Tg. These results support the hypothesis that high chain flexibility in the rubbery state and a glass transition temperature above room temperature are two key factors that promote low permeability. © 1994 John Wiley & Sons, Inc.
    Zusätzliches Material: 4 Tab.
    Materialart: Digitale Medien
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  • 9
    Digitale Medien
    Digitale Medien
    Bognor Regis [u.a.] : Wiley-Blackwell
    Journal of Polymer Science Part B: Polymer Physics 36 (1998), S. 75-83 
    ISSN: 0887-6266
    Schlagwort(e): barrier polymer ; permeability coefficient ; glass transition temperature ; blend ; sulfone ; oxyethylene ; oxytrimethylene ; Physics ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Physik
    Notizen: Gas barrier properties of alkylsulfonylmethyl-substituted poly(oxyalkylene)s are discussed. Oxygen permeability coefficients of three methylsulfonylmethyl-substituted poly(oxyalkylene)s, poly[oxy(methylsulfonylmethyl)ethylene] (MSE), poly[oxy(methylsulfonylmethyl)ethylene-co-oxyethylene] (MSEE), and poly[oxy-2,2-bis (methylsulfonylmethyl)trimethylene oxide] (MST) were measured. MSEE, which has the most flexible backbone of the three polymers, had an oxygen permeability coefficient at 30°C of 0.0036 × 10-13 cm3(STP)·cm/cm2·s·Pa higher than that of MSE, 0.0014 × 10-13 cm3(STP)·cm/cm2·s·Pa, because the former polymer's Tg was near room temperature. MST with two polar groups per repeat unit and the highest Tg showed the highest oxygen permeability, 0.013 × 10-13 cm3(STP) · cm/cm2·s·Pa, among the three polymers, probably because steric hindrance between the side chains made the chain packing inefficient. As the side chain length of poly[oxy(alkylsulfonylmethyl)ethylene] increased, Tg and density decreased and the oxygen permeability coefficients increased. The oxygen permeability coefficient of MSE at high humidity (84% relative humidity) was seven times higher than when it was dry because absorbed water lowered its Tg. At 100% relative humidity MSE equilibrated to a Tg of 15°C after 2 weeks. A 50/50 blend of MSE/MST had oxygen barrier properties better than the individual polymers (O2 permeability coefficient is 0.0007 × 10-13 cm3(STP)·cm/cm2 ·s·Pa), lower than most commercial high barrier polymers. At 100% relative humidity, it equilibrated to a Tg of 42°C, well above room temperature. These are polymer systems with high gas barrier properties under both dry and wet conditions. © 1998 John Wiley & Sons, Inc. J Polym Sci B: Polym Phys 36: 75-83, 1998
    Zusätzliches Material: 5 Ill.
    Materialart: Digitale Medien
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  • 10
    Digitale Medien
    Digitale Medien
    Hoboken, NJ : Wiley-Blackwell
    Journal of Polymer Science 40 (1959), S. 73-89 
    ISSN: 0022-3832
    Schlagwort(e): Chemistry ; Polymer and Materials Science
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie , Physik
    Notizen: Dispersions of metallic lithium, sodium, and potassium and some of their organoderivatives were used to initiate the polymerization of isoprene in several solvents. The propagating species in all cases were ion pairs of the type . The structure of the resultant polyisoprene depends on the character of the propagating pair. This in turn depends mainly on the counterion M+ and the solvent type. One quality of this ion pair which is of utmost importance is its ionic character (or degree of charge separation). In solvents such as diethyl ether and tetrahydrofuran, where we might expect large charge separation in the ion pair, all initiatiors produce similar, though not necessarily identical, polymer structures comprising 1,2 -3,4-, and trans-1,4-adducts. With potassium-dependent initiators, very nearly the same polymer structure is obtained in hydrocarbons as in the more basic ethers, attesting to the highly ionic character of the potassium-carbon bond; this might perhaps be considered as the “limiting anionic behavior”. Sodium has smaller inherent ionic-character and is more sensitive to changes in solvent basicity, but still it parallels the behavior of potassium. With lithium, the most covalent of the alkali metals, a dramatic change in behavior occurs when polymerization is conducted in hydrocarbon media; a 93% cis-1,4-,7% 3, 4-polyisoprene structure is obtained. This may be merely a limiting structural from at the low end of the scale of ionic character of the propagating ion-pair. The steric factors arising from complexes formed between the propagating ion-pair. The steric factors arising from complexes may also have an important influence on the polymer structures product in the various solvents. A continuous seriese of polyisoprene structures intermediate between those formed in hydrocarbons with Li and the limiting “anionic structure” can be obtained by use of such solvents as phenyl ether or anisole, or by judicious choice of appropriate hydrocarbon-solvent ratios with a number of suitable cosolvents.
    Zusätzliches Material: 2 Ill.
    Materialart: Digitale Medien
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