Synthesis and characterization of monomers and polymers for adhesives from methyl oleate

Abstract

The focus of this work is to synthesize a monomer from a fatty acid methyl ester capable of forming high molecular weight polymers. The mono-unsaturation in the starting material, methyl oleate, was first epoxidized using a peroxy acid. This intermediate material was further modified using acrylic acid. The acrylated molecule is able to participate in free-radical polymerization reactions to form high molecular weight polymers. The rate of polymerization was low because of the long aliphatic structure of the monomer. It is hypothesized that the polymerization reaction occurred in the interface between the particle and water, thereby slowing down the reaction. After 18 h of reaction, a monomer conversion of approximately 91% was achieved. A maximum weight-average molecular weight of approximately 10 6 g/mol was observed after 14 h of reaction. At early reaction times linear polymers were formed. However, as the reaction time increased, the amount of branching that occurred on the polymer molecule increased, as indicated by gel permeation chromatography and light scattering. This has been attributed to chain transfer to polymer via hydrogen abstraction from a tertiary backbone C-H bond. The resulting polymer may be of considerable interest for pressure-sensitive adhesive applications.

Surface-initiated self-healing of polymers in aqueous media

“…1) and silane-protected methacrylates (2 in Supplementary Fig. 1) were synthesized on the basis of the previously reported silane protection of eugenol 14 , epoxidation 31,32 and acrylation 33 of the alkene group, followed by ultraviolet radical polymerization ( Supplementary Fig. 1).…”

Chemoenzymatic synthesis of oleic acid‐based polyesters for use as highly stable biomaterials

“…Nevertheless, several groups of polymers and copolymers of lipids and their derivatives can be gleaned from the literature. [9][10][11] One effective way to prepare high-molecular-weight polymers containing lipids is to attach them to the backbone chains of vinyl polymers. [12][13][14][15][16] Carbon-carbon double bonds of unsaturated lipids are usual the sites for attachment of polymerizable functional groups.…”

Determination of the Solubility of Water-Soluble or Alkali-Soluble Pressure Sensitive Adhesives

“…감압성 점착제는 그 제조기술 수준이 크게 발전하여 다양한 기능의 점착테이프가 생산되고 있다 [1][2][3][4][5]. 최근 강화되고 있는 환경규제로 점착테이프 시장에서는 과 거의 용제형 대신 수계 점착제의 필요성이 대두되고 있으며 [6][7][8][9][10] 수계 점착제의 경우 종이기재에 코팅되어 [11] 테이프 자체의 recycling 및 repulping이 가능한 수 용성 및 수분산성 그리고 알칼리 가용성 점착제의 사 용 범위가 점차 늘어나고 있고 [12][13][14][15] Figure 3에 나타내었다.…”