New class of reactive novolac: synthesis of bisphenol A-based novolac with methylol groups

2011

Self Cite

We synthesized a branched poly(phenylene ethylene) (BPPE) with bromomethyl groups from 1,3,5-tris(bromomethyl)benzene derivatives via the Wurtz coupling reaction. In the case of 1,3,5-tris(bromomethyl)-2,4,6-trimethoxybenzene as a monomer, the obtained polymer (M n ¼ 6100, M w /M n ¼ 1.9) had bromomethyl groups. The 1 HNMR analysis showed that a very large number of unreacted bromomethyl groups (Ph-CH 2 Br) remained in the BPPE; the reaction of this polymer with phenolic hydroxyl groups proceeded quantitatively. This suggested that BPPEs can be functionalized using unreacted bromomethyl groups, making them a very attractive starting point for the creation of functionalized BPPEs with further enhanced processability.

Section: Resultsmentioning

confidence: 99%

Synthesis of a branched poly(phenylene ethylene) with bromomethyl groups as an organosoluble and functional parylene

Kobayashi

Sumi

2011

Self Cite

“…These results, although imperfect, have stimulated our interest in the development of a novel method to produce high‐molecular weight heteroatom‐containing novolacs without the formation of by‐products. In our previous study, we showed that chloroform is an effective medium for the preparation of high‐molecular weight novolacs 43, 44. Therefore, we hypothesized that it would be possible to prepare diphenyl oxide‐ and diphenyl sulfide‐based novolacs with high‐molecular weights using chloroform.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and evaluation of high‐molecular weight diphenyl oxide and diphenyl sulfide novolacs

Nojiri

Matsuo

et al. 2010

Self Cite

ABSTRACT:The preparation and characterization of high-molecular weight diphenyl oxide-and diphenyl sulfide-novolacs are described. The polymerization of diphenyl oxide with 2 equivalence of formaldehyde proceeded to give the corresponding polymer (2) (M n : 160,000, M w /M n : 29.1) in good yield. Further, an ultra high-molecular weight fraction (M w > 1,000,000) was observed in the GPC trace of 2. The developed polymers can be considered as a new class of aromatic polymers that exhibit both novolac-like and engineering plastic properties and are thus promising compounds for material-engineering applications.

“…Being a natural polymer‐based plastic, LP is considered to be a substitute for commodity polymers derived from fossil fuels. We have been studying the manufacturing procedure and the applications of organosoluble phenolic resins derived from phenol derivatives and aldehydes and the advantages of these organosoluble phenolic resins over artificial phenolic resins 36–51. By developing novel LP‐based materials, it may be possible to reduce the consumption of fossil fuels and recycle valuable industrial materials from waste.…”

Section: Introductionmentioning

confidence: 99%

Functionalization of lignin: Synthesis of lignophenol‐graft‐poly(2‐ethyl‐2‐oxazoline) and its application to polymer blends with commodity polymers

Nemoto

Tojo

et al. 2011

Self Cite

Lignophenol (LP)-graft-poly(2-ethyl-2-oxazoline) (POZO) was prepared to reuse lignin, an industrial waste material, and to produce novel LP-based polymer blends with poly(vinyl chloride) (PVC), poly(bisphenol A carbonate) (PC), polyvinylpyrrolidone (PVP), and polystyrene (PSt) as commodity polymers. The resulting graft polymer was soluble in various types of organic solvents such as chloroform, THF, acetone, and methanol, unlike LP. The miscibility of LP-graft-POZO with commodity polymers was measured by differential scanning calorimetry (DSC) to determine the glass transition temperatures (T g ). In the cases of the blends of LP-graft-POZO with PVC, PC, and PVP, the T g values decreased during the second scan. Moreover, in the cases of the blends with PVC and PVP, the T g values were not detected during the third scan. Therefore, it was inferred that LP-graft-POZO was miscible with PVC, PC, and PVP while forming single phases; in particular, the blends of LP-graft-POZO with PVC and PVP exhibited a secondary miscibility because the T g values were not detected. Furthermore, the blend of LP-graft-POZO with PC exhibited better thermostability than LP and LP-graft-POZO. These results indicated that LP blended with POZO could be used as a polymer additive and as an adhesive to combine different polymers, organic-inorganic polymers, etc.