Biomaterial Database

Incorporation of a boryl pendant as the trigger in a methacrylate polymer for backbone degradation. 2022

Hiroshi Makino, and Tsuyoshi Nishikawa, and Makoto Ouchi

Department of Polymer Chemistry, Graduate School of Engineering Kyoto University Nishikyo-ku, Kyoto 615-8510, Japan. nishikawa.tsuyoshi.8n@kyoto-u.ac.jp.

Alkenylboronate units were incorporated into poly(methyl methacrylate) as trigger sites for backbone degradation. The complexation of a fluoride anion to the boron pendant and subsequent activation by a manganese salt triggered the degradation through the generation of a main-chain carbon radical and β-scission in an adjacent methacrylate unit. The addition of catechol was required, and presumably the chelate coordination to the Mn center was crucial for the degradation.

UI	MeSH Term	Description	Entries
D008345	Manganese	A trace element with atomic symbol Mn, atomic number 25, and atomic weight 54.94. It is concentrated in cell mitochondria, mostly in the pituitary gland, liver, pancreas, kidney, and bone, influences the synthesis of mucopolysaccharides, stimulates hepatic synthesis of cholesterol and fatty acids, and is a cofactor in many enzymes, including arginase and alkaline phosphatase in the liver. (From AMA Drug Evaluations Annual 1992, p2035)
D008689	Methacrylates	Acrylic acids or acrylates which are substituted in the C-2 position with a methyl group.	Methacrylate
D011108	Polymers	Compounds formed by the joining of smaller, usually repeating, units linked by covalent bonds. These compounds often form large macromolecules (e.g., BIOPOLYMERS; PLASTICS).	Polymer
D001895	Boron	A trace element with the atomic symbol B, atomic number 5, and atomic weight [10.806; 10.821]. Boron-10, an isotope of boron, is used as a neutron absorber in BORON NEUTRON CAPTURE THERAPY.	Boron-11,Boron 11
D002244	Carbon	A nonmetallic element with atomic symbol C, atomic number 6, and atomic weight [12.0096; 12.0116]. It may occur as several different allotropes including DIAMOND; CHARCOAL; and GRAPHITE; and as SOOT from incompletely burned fuel.	Carbon-12,Vitreous Carbon,Carbon 12,Carbon, Vitreous
D002396	Catechols	A group of 1,2-benzenediols that contain the general formula R-C6H5O2.	Pyrocatechols,o-Dihydroxybenzenes,ortho-Dihydroxybenzenes,o Dihydroxybenzenes,ortho Dihydroxybenzenes
D005459	Fluorides	Inorganic salts of hydrofluoric acid, HF, in which the fluorine atom is in the -1 oxidation state. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed) Sodium and stannous salts are commonly used in dentifrices.	Fluoride
D000838	Anions	Negatively charged atoms, radicals or groups of atoms which travel to the anode or positive pole during electrolysis.	Anion
D019904	Polymethyl Methacrylate	Polymerized methyl methacrylate monomers which are used as sheets, moulding, extrusion powders, surface coating resins, emulsion polymers, fibers, inks, and films (From International Labor Organization, 1983). This material is also used in tooth implants, bone cements, and hard corneal contact lenses.	PMMA,Polymethylmethacrylate,Acron,Acrylic Bone Cement,CMW Bone Cement,Implast,Kallocryl K,Lucite,Methyl Acrylic Plastic,Palacos R,Palavit,Perspex,Plexiglas,Plexiglass,Poly(methyl methacrylate),Polymethyl Methacrylate, Isostatic,Polymethyl Methacrylate, Simplex Opaque,Polymethyl Methacrylate, Surgical Simplex Bone Cement, Ammonium Salt,Polymethyl Methacrylate, Surgical Simplex P,Polymethyl Methacrylate, Syndiostatic,Polymethylmetacrylate,Sol,Superacryl,Isostatic Polymethyl Methacrylate,Methacrylate, Polymethyl,Methacrylate, Syndiostatic Polymethyl,Syndiostatic Polymethyl Methacrylate