89911-50-2

Rational design of effective antifouling polymers is challenging but important for many fundamental and applied applications. Herein we synthesize and characterize an N-acryloylaminoethoxyethanol (AAEE) monomer, which integrates three hydrophilic groups of hydroxyl, amide, and ethylene glycol in the same material. AAEE monomers were further grafted and polymerized on gold substrates to form polyAAEE brushes with well-controlled thickness via surface-initiated atomic transfer radical polymerization (SI-ATRP), with particular attention to a better understanding of the molecular structure-antifouling property relationship of hydroxyl-acrylic-based polymers. The surface hydrophilicity and antifouling properties of polyAAEE brushes as a function of film thickness are studied by combined experimental and computational methods including surface plasmon resonance (SPR) sensors, atomic force microscopy (AFM), cell adhesion assay, and molecular dynamics (MD) simulations. With the optimal polymer film thicknesses (～10-40 nm), polyAAEE-grafted surfaces can effectively resist protein adsorption from single-protein solutions and undiluted human blood plasma and serum to a nonfouling level (i.e., 2). The polyAAEE brushes also highly resist mammalian cell attachment up to 3 days. MD simulations confirm that the integration of three hydrophilic groups induce a stronger and closer hydration layer around polyAAEE, revealing a positive relationship between surface hydration and antifouling properties. The molecular structure- antifouling properties relationship of a series of hydroxyl-acrylic-based polymers is also discussed. This work hopefully provides a promising structural motif for the design of new effective antifouling materials beyond traditional ethylene glycol-based antifouling materials.

Provided herein is a self-etching dental adhesive that exhibits excellent adhesiveness not only to dentin untreated by phosphoric acid etching, but to dentin treated by phosphoric acid etching. The present invention relates to a dental adhesive containing a (meth)acrylamide compound (a), an asymmetric acrylamide-methacrylic acid ester compound (b), and an acid group-containing (meth)acrylic polymerizable monomer (c). The (meth)acrylamide compound (a) is at least one selected from the group consisting of compounds represented by general formula (1), and compounds represented by general formula (2). The asymmetric acrylamide-methacrylic acid ester compound (b) is a compound represented by general formula (3). (In the formulae, the meanings of the symbols are omitted.)

The present invention provides a dental cement that exhibits excellent adhesiveness to dentin and has high mechanical strength. The present invention relates to a multi-part dental cement containing: an asymmetric acrylamide-methacrylic acid ester compound (a); an acid group-containing (meth)acrylic polymerizable monomer (b); a hydrophobic crosslinkable polymerizable monomer (c); a chemical polymerization initiator (d); and a filler (e). The asymmetric acrylamide-methacrylic acid ester compound (a) is represented by the following general formula (1): where X is an optionally substituted, linear or branched C1 to C6 aliphatic group or an optionally substituted aromatic group, the aliphatic group is optionally interrupted by at least one linking group selected from the group consisting of —O—, —S—, —CO—, —CO—O—, —O—CO—, —NR1—, —CO—NR1—, —NR1—CO—, —CO—O—NR1—, —O—CO—NR1—, and —NR1—CO—NR1—, and R1 is a hydrogen atom or an optionally substituted, linear or branched C1 to C6 aliphatic group.

The present invention provides a self-adhesive composite resin having excellent adhesiveness to tooth structures and excellent mechanical strength. The present invention relates to a self-adhesive dental composite resin containing: an asymmetric acrylamide-methacrylic acid ester compound (a); an acid group-containing (meth)acrylic polymerizable monomer (b); a hydrophobic crosslinkable polymerizable monomer (c); a photopolymerization initiator (d); and a filler (e). The asymmetric acrylamide-methacrylic acid ester compound (a) is represented by the following general formula (1): where X is an optionally substituted, linear or branched C1 to C6 aliphatic group or an optionally substituted aromatic group, the aliphatic group is optionally interrupted by at least one linking group selected from the group consisting of —O—, —S—, —CO—, —CO—O—, —O—CO—, —NR1—, —CO—NR1—, —NR1—CO—, —CO—O—NR1—, —O—CO—NR1—, and —NR1—CO—NR1—, and R1 is a hydrogen atom or an optionally substituted, linear or branched C1 to C6 aliphatic group.

PROBLEM TO BE SOLVED: To provide a self-adhesive dental composite resin exhibiting excellent adhesion not only to dentin not subjected to phosphoric acid etching treatment but also to dentin subjected to phosphate etching treatment. SOLUTION: A self-adhesive dental composite resin comprises (meth) acrylamide compounds from the compounds represented by the formulas (1) and (2), asymmetric acrylamide/methacrylic acid ester compounds which are compounds represented by the formula (3), an acidic group-containing (meth) acrylic polymerizable monomer, a hydrophobic crosslinkable polymerizable monomer, a photopolymerization initiator and a filler. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

PROBLEM TO BE SOLVED: To provide a dental cement exhibiting excellent adhesion not only to dentin not subjected to a phosphoric acid etching treatment but also to dentin subjected to a phosphoric acid etching treatment. SOLUTION: A split type dental cement comprises a (meth) acrylamide compound (at least one compound selected from the compounds represented by the following formulas 1 and 2), an asymmetric acrylamide/methacrylic acid ester compound (a compound represented by the following formula 3), an acidic group-containing (meth) acrylic polymerizable monomer, a hydrophobic crosslinkable polymerizable monomer, a chemical polymerization initiator, and a filler. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

The present invention provides a dental adhesive exhibiting excellent initial bond strength and bond durability to both enamel and dentin. The present invention relates to a dental adhesive containing: an asymmetric acrylamide-methacrylic acid ester compound (a); an acid group-containing (meth)acrylic polymerizable monomer (b); and a water-soluble polymerizable monomer (c). The asymmetric acrylamide-methacrylic acid ester compound (a) is represented by the following general formula (1): where X is an optionally substituted, linear or branched C1 to C6 aliphatic group or an optionally substituted aromatic group, the aliphatic group is optionally interrupted by at least one linking group selected from the group consisting of —O—, —S—, —CO—, —CO—O—, —O—CO—, —NR1—, —CO—NR1—, —NR1—CO—, —CO—O—NR1—, —O—CO—NR1—, and —NR1—CO—NR1—, and R1 is a hydrogen atom or an optionally substituted, linear or branched C1 to C6 aliphatic group.