Novel macrocyclic aryl ether oligomers containing a diphenylacetylene moiety: synthesis, characterization and ring-opening polymerization

Wang, Yifeng; Paventi, Martino; Hay, Allan S.

doi:10.1016/s0032-3861(96)00514-9

Cited by 16 publications

(24 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[1,2] The absorption characteristics of phenolphthaleins included in the b-cyclodextrin cavity change from colorless to purple upon guest binding in alkaline solutions. [2] Thermally stable polymers based on a phenolphthalein backbone such as poly(aryl ether ketone), [3,4] poly(aryl ether sulfone), [5][6][7] and polyarylates exhibit high softening temperature and good solubility characteristics. [8] Recently, phenolphthaleins have also been known to create a photovoltage/ photocurrent when embedded in a photoelectrochemical cell.…”

Section: Introductionmentioning

confidence: 99%

Chemically Amplified Photolithography of a Copolymer Containing Phenolphthalein

Lee

Yuan

Kim

et al. 2003

Macro Chemistry & Physics

View full text Add to dashboard Cite

A convenient, low cost micro‐patterning method using a new side group polymer containing phenolphthalein is reported. A random copolymer of t‐BOC‐protected phenolphthalein methacrylate (t‐BMPP) with methyl methacrylate (MMA) was prepared by radical copolymerization in dioxane. The negative‐tone patterns of this polymer could be obtained by photo‐deprotection of the t‐BOC groups due to the effect of dissolution inhibition by the phenolic group of the phenolphthalein. The chemical and optical properties of the polymer were, as anticipated, very close to those of the corresponding phenolphthalein and the pH controlled colorimetric transition was reproducibly observed. The contrast in solubility and chromism upon alkaline treatment makes this polymer a promising candidate for investigating spatially‐directed chromism and selective deposition of pH sensitive polymers.

show abstract

Section: Introductionmentioning

confidence: 99%

Chemically Amplified Photolithography of a Copolymer Containing Phenolphthalein

Lee

Yuan

Kim

et al. 2003

Macro Chemistry & Physics

View full text Add to dashboard Cite

show abstract

“…In this context it should be mentioned that cyclic oligo(ether ketone)s have been synthesized by numerous authors either by direct polycondensation using the pseudo-high dilution method or by CsF-catalyzed 'back-biting degradation' of preformed poly(ether ketone)s [12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29].…”

mentioning

confidence: 99%

Macrocycles 32. Syntheses of Cyclic Poly(Ether Ketone)s of Bisphenol-A

Kricheldorf

Garaleeh

Schwarz

et al. 2004

High Performance Polymers

View full text Add to dashboard Cite

%!3484& Two classes of poly(ether ketone)s were prepared from bisphenol-A, namely by polycondensation with 11 1 1 -difluorobenzophenone or with 2,6-difluorobenzophenone and 1 1 -tert.butyl-2,6-difluorobenzophenone. Two different synthetic methods were compared. First, polycondensations of the free bisphenol-A in DMSO or sulfolane with azeotropic distillation of water. Second, polycondensations of bistrimethylsilyl bisphenol-A in 2-methylpyrrolidone. The second approach gave higher yields and higher molecular weights (31 values up to 85000 Da and 32 values up to 190000 Da). The matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectra revealed that the fraction of cyclic oligomers and polymers systematically increased with higher molecular weights. A few polycondensations of silylated 4-tert.butylcatechol with 11 1 1 -difluorobenzophenone confirmed the trends observed for silylated bisphenol-A. Under optimum conditions cyclic poly(ether ketone)s were detectable in the MALDI-TOF mass spectra up to molecular weights of 18 000 Da.'$ (83& Polycondensation, poly(ether ketone)s, cyclic polymers, bisphenol-A, matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) !"#!Quite recently we have demonstrated [1-4] that the classical theory of step-growth polymerizations as it was elaborated by Carothers [5] and Flory [6, 7] is partially misleading because it ignores the role of cyclization reactions. In agreement with the calculations of Stepto and coworkers [8] or Gordon and coworkers [9] it was found that in kinetically controlled polycondensations (no equilibration reactions) cyclization competes with chain growth at any concentration (also in bulk) and at any stage of the polycondensation. Therefore, a clean polycondensation conducted up to 100% conversion should yield 100% cyclic reaction products.

show abstract

“…One of the great strengths of MALDI is its ability to generate compositional information on a polymeric material. Determination of copolymer composition represents an important area of applications that capitalizes on this unique strength 9–33. However, the requirement for quantitative compositional analysis of a copolymer by mass spectrometry is much more stringent than average molecular weight determination.…”

mentioning

confidence: 99%

Effects of matrix-assisted laser desorption/ionization experimental conditions on quantitative compositional analysis of ethylene oxide/propylene oxide copolymers

Chen

Zhang

Tseng³

et al. 2000

Rapid Commun. Mass Spectrom.

View full text Add to dashboard Cite

Matrix‐assisted laser desorption/ionization (MALDI) mass spectrometry has the potential to become a valuable tool for the compositional analysis of copolymers. For a copolymer composed of structurally very similar building blocks with minor chain length changes, one would expect the relative peak intensities observed in the MALDI mass spectra to reflect its composition, at least within a narrow mass range. However, we show that variations in experimental conditions in MALDI can have a significant effect on the mass spectral appearance of a copolymer. The effects of concentration, laser power, type of matrices and solvents on mass spectra of an ethylene oxide/propylene oxide copolymer are illustrated. These somewhat surprising results show that great care needs to be exercised when interpreting copolymer spectra for compositional analysis, even for copolymers with structurally similar monomers. This work also points out that further studies are needed to better understand and optimize spectral acquisition conditions for reliable copolymer compositional analysis by MALDI. Copyright © 2000 John Wiley & Sons, Ltd.

show abstract

Novel macrocyclic aryl ether oligomers containing a diphenylacetylene moiety: synthesis, characterization and ring-opening polymerization

Cited by 16 publications

References 14 publications

Chemically Amplified Photolithography of a Copolymer Containing Phenolphthalein

Chemically Amplified Photolithography of a Copolymer Containing Phenolphthalein

Macrocycles 32. Syntheses of Cyclic Poly(Ether Ketone)s of Bisphenol-A

Effects of matrix-assisted laser desorption/ionization experimental conditions on quantitative compositional analysis of ethylene oxide/propylene oxide copolymers

Contact Info

Product

Resources

About