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Patent
Sumitomo Seika Chemicals Co. and Advanced Softmaterials Inc. | Date: 2015-07-29

The present invention aims to provide a method for producing a polyrotaxane which enables industrially advantageous production of a polyrotaxane with a high inclusion rate. The present invention relates to a method for producing a polyrotaxane that includes a cyclodextrin; a compound having a repeating structural unit represented by the following formula (1), and threading through a cavity of the cyclodextrin in a skewered manner to be included in the cyclodextrin; and capping groups individually placed at each end of a molecule of the compound having a repeating structural unit represented by the formula (1) to prevent the cyclodextrin from separating, the method comprising: a step 1 of mixing the compound having a repeating structural unit represented by the formula (1) and the cyclodextrin in an aqueous medium to prepare an aqueous dispersion of pseudopolyrotaxan particles in which the compound having a repeating structural unit represented by the formula (1) is included in a cavity of a cyclodextrin molecule in a skewered manner; and a step 2 of mixing a triazine compound represented by the formula (2), a compound having at least one tertiary amino group, the aqueous dispersion of pseudopolyrotaxane particles prepared in the step 1, and a capping agent to introduce capping groups individually at each end of a molecule of the compound having a repeating structural unit represented by the formula (1) in the pseudopolyrotaxane particles,^(1) and R^(2) are each independently a C1-C4 alkyl group or a C6-C8 aryl group, and X represents a halogen atom.


Patent
Advanced Softmaterials Inc. | Date: 2014-06-11

A material comprising crosslinked polyrotaxanes which exhibits desired viscoelasticity, particularly stress-strain characteristics with a wide low-stress region, in spite of being free from solvent; and a process for production of the same. The material comprises a first polyrotaxane bearing first cyclic molecules and a second polyrotaxane bearing second cyclic molecules, and the first and second polyrotaxanes are crosslinked via the first and second cyclic molecules. The material is free from solvent and exhibits a stress of 2.0 MPa or below at 50% strain.


Patent
Sumitomo Seika Chemicals Co. and Advanced Softmaterials Inc. | Date: 2014-01-22

The present invention aims to provide a method of producing a hydrophilic modified polyrotaxane, which enables production of a hydrophilic modified polyrotaxane excellent in storage stability in an industrially advantageous way. The present invention provides a method of producing a hydrophilic modified polyrotaxane, comprising: a hydrophilic modification step of preparing a solution of a hydrophilic modified polyrotaxane by modifying all or part of hydroxy groups on a cyclodextrin of a polyrotaxane with hydrophilic modifying groups, the polyrotaxane containing the cyclodextrin, a polyethylene glycol included in the cavities of the cyclodextrin molecules in a skewered manner, and a capping group that is placed at each end of the polyethylene glycol and prevents dissociation of the cyclodextrin molecules from the polyethylene glycol; and a drying step in which the prepared solution of the hydrophilic modified polyrotaxane is formed into a thin film state and dried.


Patent
Sumitomo Seika Chemicals Co. and Advanced Softmaterials Inc. | Date: 2014-01-22

The present invention aims to provide a hydrophilic modified polyrotaxane composition having excellent storage stability. The present invention relates to a hydrophilic modified polyrotaxane composition comprising: a hydrophilic modified polyrotaxane produced by modifying, with hydrophilic modifying groups, all or part of hydroxy groups on a cyclodextrin of a polyrotaxane containing the cyclodextrin, a polyethylene glycol which is included in the cavities of the cyclodextrin molecules in a skewered manner, and a capping group that is placed at each end of the polyethylene glycol and prevents dissociation of the cyclodextrin molecules from the polyethylene glycol; and a polyphenol antioxidant.


Patent
Ube Industries and Advanced Softmaterials Inc. | Date: 2015-02-04

The invention provides an industrially advantageous method for the production of hydroxyalkylated polyrotaxanes. The method of producing hydroxyalkylated polyrotaxane includes reacting a polyrotaxane with a cyclic ether represented by Formula (1) in the presence of water and an organic base, wherein the polyrotaxane includes hydroxyl group-containing cyclic molecules, a linear molecule threaded through the cyclic molecules to form a clathrate, and blocking groups at both ends of the linear molecule to prevent the separation of the cyclic molecules from the linear molecule.


The present invention provides a material of high toughness that could not have been provided by an epoxy resin alone. The present invention provides a crosslinking composition having (A) one or more polyrotaxanes in which end-capping groups which prevent dissociation of the linear group are situated at both ends of a pseudo-polyrotaxane formed by inclusion of a linear molecule in the opening of a cyclic molecule by being threaded therethrough, the polyrotaxane having on the cyclic molecule a functional group that is capable of reacting with the oxirane group and/or the oxetane group, the functional group being one or more selected from the group consisting of carboxylic acid groups, carboxylate groups, primary amine groups, secondary amino groups, tertiary amino groups, phenol groups, the oxirane group, and the oxetane group, and (B) a compound having two or more oxirane groups and/or oxetane groups; and a crosslinked product employing the composition.


The present invention provides a material of high toughness that could not have been provided by an epoxy resin alone. The present invention provides a crosslinking composition having (A) one or more polyrotaxanes in which end-capping groups which prevent dissociation of the linear group are situated at both ends of a pseudo-polyrotaxane formed by inclusion of a linear molecule in the opening of a cyclic molecule by being threaded therethrough, the polyrotaxane having on the cyclic molecule a functional group that is capable of reacting with the oxirane group and/or the oxetane group, the functional group being one or more selected from the group consisting of carboxylic acid groups, carboxylate groups, primary amine groups, secondary amino groups, tertiary amino groups, phenol groups, the oxirane group, and the oxetane group, and (B) a compound having two or more oxirane groups and/or oxetane groups; and a crosslinked product employing the composition.


Patent
Toyo Tire & Rubber Co. and Advanced Softmaterials Inc. | Date: 2016-04-13

A polyrotaxane is blended into a polyol composition, which can reduce the tensile stress of a flexible polyurethane foam. A vertical compressive stress due to the weight of a sitting user and a tensile stress due to the input of lateral vibrations act on a urethane pad. However, by reducing the tensile stress of the flexible polyurethane foam, the direction (inclination) of a resultant force obtained by combining the compressive stress and the tensile stress can be brought close to the vertical direction. Thus, the angle of inclination of the users hip (ischium) on the urethane pad to the vertical direction due to the input of lateral vibrations can be reduced, so that the sense of wobble of the urethane pad can be reduced.


Patent
Ube Industries and Advanced Softmaterials Inc. | Date: 2015-02-04

The invention provides a method of producing a polyrotaxane having cyclic molecules, a linear molecule threaded through the cyclic molecules to form a clathrate, and blocking groups at both ends of the linear molecule to prevent the separation of the cyclic molecules from the linear molecule, the method including forming the blocking groups by reacting the linear molecule piercing the cyclic molecules, the linear molecule having carboxyl groups at both ends thereof, with a blocking agent having an amino group in the absence of a solvent or in at least one organic solvent selected from the group consisting of aprotic amide solvents and aromatic hydrocarbons, and further in the presence of 2.0 mol to 100 mol of a triazine-based amidating agent per 1 mol of the carboxyl groups in the linear molecule.


Patent
Sumitomo Seika Chemicals Co. and Advanced Softmaterials Inc. | Date: 2014-01-22

The present invention aims to provide a method of producing a powdered hydrophilic modified polyrotaxane, which enables production of a powdered hydrophilic modified polyrotaxane excellent in storage stability in an industrially advantageous way. The present invention provides a method of producing a powdered hydrophilic modified polyrotaxane, comprising: a hydrophilic modification step of preparing a solution of a hydrophilic modified polyrotaxane by modifying all or part of hydroxy groups on a cyclodextrin of a polyrotaxane with hydrophilic modifying groups, the polyrotaxane containing the cyclodextrin, a polyethylene glycol included in the cavities of the cyclodextrin molecules in a skewered manner, and a capping group that is placed at each end of the polyethylene glycol and prevents dissociation of the cyclodextrin molecules from the polyethylene glycol; and a drying step of spraying the prepared solution of the hydrophilic modified polyrotaxane and drying the solution of the hydrophilic modified polyrotaxane in a heated gas stream.

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