公开(公告)号：JPS6470511A

公开(公告)日：1989-03-16

申请号：JP11634587

申请日：1987-05-13

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  FUJISHIGE NORINAGA ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: C08F120/58 ,  C08F20/52 ,  C08L33/24 ,  C08L33/26 ,  C09K3/00

Abstract: PURPOSE:To obtain the titled novel compound which is soluble in water at a low temperature region and reversibly converted to a state insoluble in water at a high-temperature region, and suitable as a light-shielding material for high-temperature chamber, a temperature sensor, an adsorbent for a surfactant, a toy, etc., by carrying out radical polymerization of a specific vinyl compound. CONSTITUTION:The objective compound composed of the recurring unit of formula II and having a mol.wt. corresponding to an intrinsic viscosity [eta]of 0.01-6.0 measured as THF solution at 27 deg.C is produced by radical polymerization of an N-methoxyethoxypropyl (meth)acrylamide of formula I (R is H or methyl). The compound of formula I used as a starting raw material is a novel substance producible e.g. by reacting (meth)acryloyl chloride with methoxyethoxypropylamine and triethylamine in a solvent at 0-10 deg.C.

公开(公告)号：JPS63270674A

公开(公告)日：1988-11-08

申请号：JP10589387

申请日：1987-04-28

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  FUJISHIGE NORINAGA ,  SUDA MASAO

IPC: C07D317/28 ,  C08F20/52 ,  C08F20/58

Abstract: NEW MATERIAL:N-methyl-N-(1,3-dioxolan-2-yl)acrylamide of formula. USE:A raw material monomer for a water and alcoholic solvent-dependent thermally reversible polymeric compound usable as a light-shielding material, temperature sensor, adsorbent, toy, interior goods, printing agent, display, separation membrane and mechanochemical material. PREPARATION:The compound of formula can be produced either by reacting acryloyl chloride with 2-methylaminomethyl-1,3-dioxolane and triethylamine in a solvent maintained at 0-10 deg.C or by reacting acryloyl chloride with 2- methylaminomethyl-1,3-dioxolane in a solvent maintained at 0-10 deg.C.

公开(公告)号：JPS63243112A

公开(公告)日：1988-10-11

申请号：JP7679687

申请日：1987-03-30

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  FUJISHIGE NORINAGA ,  SUDA MASAO

IPC: C08F120/58 ,  C08F20/52 ,  C08F20/58 ,  C09K3/00

Abstract: PURPOSE:To obtain a novel high polymer useful as a light screening material, etc., having a specific repeating unit and a specific intrinsic viscosity, reversibly water-soluble, alcohol-insoluble in a low-temperature range and water-insoluble, alcohol-soluble in a high-temperature range,, by radically polymerizing a specific vinyl compound. CONSTITUTION:A vinyl compound shown by formula I is radically polymerized to give the aimed high polymer compound which consists of a repeating unit shown by formula II, has molecular weight corresponding to 0.01-6.0 intrinsic viscosity [eta] at 27 deg.C and is useful as temperature sensor, adsorbent for surface active agent, toy, interior, printing agent, display, separating membrane and mechanochemical element material.

公开(公告)号：JPS6312611A

公开(公告)日：1988-01-20

申请号：JP15584786

申请日：1986-07-02

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: B01D15/04 ,  C08F20/52 ,  C08F220/56 ,  C08F220/58 ,  C08F220/60

Abstract: PURPOSE:The titled novel polymer suitable as light shading material, tempera ture sensor, etc., water-soluble in a low temperature range but becoming water- insoluble under heating, obtained by copolymerizing N-(meth)acry loylbenzhydrazide with a specific vinyl compound. CONSTITUTION:(A) An N-(meth)acryloylbenzhydrazide shown by formula I (R1 is H or CH3) is copolymerized with (B) a vinyl compound which has struc ture shown by formula II (R1 is H or CH3; R2 and R3 are H, alkyl, etc.) and provides a homopolymer whose aqueous solution shows heat reversible properties and, if necessary, (C) another copolymerizable vinyl compound preferably by solution polymerization method to give the aimed polymer consisting of a hydrophilic-hydrophobic thermally reversible copolymer which becomes water- insoluble under heating and has copper chelating ability. For example, N-ethyl (meth)acrylamide, etc., are used as the component A and acrylamide, etc., are used as the component C.

公开(公告)号：JPS6289647A

公开(公告)日：1987-04-24

申请号：JP23077485

申请日：1985-10-16

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: C08F20/58 ,  C07C233/20 ,  C08F20/52

Abstract: NEW MATERIAL:A vinyl compound shown by the formula I(R1 is H or CH3). EXAMPLE:N-Ethoxyethylacrylamide. USE:A raw material monomer for a hydrophilic-hydrophobic thermoplastic high polymer compound useful as a sunproofing material, temperature sensor, tool, interior, printing agent, display, separating membrane, mechanochemical element material, etc., showing different transition temperatures. A colorless, transparent liquid, soluble in a solvent such as water, methanol, dimethylformamide, acetone, dioxane, etc., subjected to phase separation h-hexane or n-heptane. A prepared polymer is dissolved in water in a low-temperature range and insoluble in water in a high-temperature range. PREPARATION:For example, (meth)acrylic acid chloride shown by the formula II is reacted with 2-ethoxyethylamine shown by the formula III and triethylamine shown by the formula IV preferably at 0-10 deg.C, to give a compound shown by the formula I.

公开(公告)号：JPS61225203A

公开(公告)日：1986-10-07

申请号：JP6773585

申请日：1985-03-29

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: C08F20/00 ,  B01D71/06 ,  C08F20/52 ,  C08F20/58

Abstract: PURPOSE:To obtain a thermally reversible hydrophilic and hydrophobic polymer having a transition temperature different from that of a conventional thermally reversible polyacrylamide derivative and useful for a light screen for a greenhouse or a chemical laboratory, a temperature sensor, a display, etc., by radical- polymerizing a specified vinyl compound. CONSTITUTION:A vinyl compound of formula I (wherein R1 is H or methyl and R2 is a lower alkyl) is radical-polymerized to obtain a thermally reversible hydrophilic and hydrophobic polymer of formula II (wherein R1 and R2 are as defined above). This polymer has such a thermal reversibility of high- temperature hydrophobicity type that it can dissolve in water in a low- temperature range and can not dissolve in water in a high-temperature range. Although the transition temperature of the polymer varies with polymerization conditions, for example, that of poly(N-methoxypropylacrylamide) is 44-48 deg.C in a 1wt%-aqueous solution. Said polymerization is carried out preferably by a solution polymerization process. It is preferable that the degree of polymerization is 0.01-6.0 in terms of an intrinsic viscosity [eta] (as measured in a methanol solution at 30 deg.C).

公开(公告)号：JP2001019995A

公开(公告)日：2001-01-23

申请号：JP19370199

申请日：1999-07-07

Applicant: AGENCY IND SCIENCE TECHN ,  PATENT CAPITAL INC

Inventor： ITO SHOJI ,  AGATA AKIRA ,  NAKAZATO SATOSHI

IPC: A61K8/00 ,  A61Q19/10 ,  C11D1/12 ,  C11D1/62 ,  C11D7/22 ,  C11D7/32 ,  A61K7/50

Abstract: PROBLEM TO BE SOLVED: To provide a smear-removing agent that uses a hydrophilic and hydrophobic thermally reversible polymer substance as a stain-adsorbing component, promptly and surely removes stains by applying the smear remover to a part of the human body and surely rubbing off the remover to give the same washing effect as the usual water in no use of water. SOLUTION: This smear-removing agent comprises (A) a water-soluble alcohol and (B) a hydrophilic-hydrophobic thermally reversible polymer substance. This aqueous solution has a transition point in the range from the ambient temperature to the human body temperature. As the component B, is used a polymer with a weight-average molecular weight of 10,000-100,000,000, for example, a substance represented by the formula (R1 is H, methyl; A is alkylene, oxyalkylene; at least one of R2 and R3 is an alkyl, cycloalkyl or the like, and the rest is H or the like; n is 0 or 1). In a preferred embodiment, the component B is dissolved in a mixed solvent comprising the component A in an amount of 0.5-10 wt.%.

公开(公告)号：JPH09136921A

公开(公告)日：1997-05-27

申请号：JP29976495

申请日：1995-11-17

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI

IPC: A61K9/14 ,  A61K8/11 ,  C08F20/52 ,  C08F220/56 ,  A61K7/00

Abstract: PROBLEM TO BE SOLVED: To obtain pH-sensitive and heat-sensitive microbeads which change in diameter with a change in pH or heat and are useful as a functional material by adding a crosslinking agent to a monomer mixture of a specified unsaturated amide with (meth)acrylic acid and subjecting the entire mixture to a polymerization reaction. SOLUTION: At least one crosslinking agent selected from among compounds each having two vinyl groups is added to a mixture comprising 70-95wt.% at least one monomer selected from among unsaturated amides of formula I (wherein R is H or CH3 ; at least one of R and R is an alkyl, and the other is H) and 30-5wt.% at least one monomer [(e.g. (meth)acrylic acid)] selected from unsaturated carboxylic acids of formula II (wherein R is H or CH3 ), cationic or anionic surfactant in an amount to give a concentration equal to or higher than the critical micelle concentration is added to an aqueous solution containing the above mixture, and the entire mixture is subjected to intramicellar copolymerization at a temperature equal to or higher than the cloud point. According to the above process, pH-sensitive heat- sensitive microbeads which are sensitive to both pH and heat, vary in diameter with a change in these factors and are useful as a functional material can be obtained.

公开(公告)号：JPH041201A

公开(公告)日：1992-01-06

申请号：JP10249990

申请日：1990-04-18

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  HIRASA OKIHIKO ,  FUJISHIGE NORINAGA ,  YAMAUCHI AIZO

IPC: C08F2/10 ,  C08F20/00 ,  C08F20/52 ,  C08F20/56 ,  C08F20/58 ,  C08J3/28

Abstract: PURPOSE:To obtain the title polymer heads having a very small particle diameter and being useful for diagnostic microbeads by adding a cationic or anionic surfactant in an amount to give a concentration equal to or higher than the critical micelle concentration to a specified aqueous compound solution, subjecting the obtained solution to a specified. treatment, and removing the surfactant from the solution. CONSTITUTION:A cationic or anionic surfactant in an amount to give a concentration equal to or higher than the critical micelle concentration is added to an aqueous solution comprising an acrylamide compound which can give a homopolymer having thermo-reversibly hydrophilic and hydrophobic dissolution properties [e.g. N-isopropyl(meth)acrylamide] and a crosslinking agent (e.g. N,N'-methylenebisacrylamide) to prepare a homogeneous aqueous solution, which is subjected to intramicellar copolymerization, and the surfactant is removed from the solution at a temperature equal to or higher than the cloud point. Thus, fine polymer beads having a particle diameter smaller than that of the conventional submicron beads and heat sensitive characteristic can be produced. These polymer beads can be used for diagnostic microbeads, sustained-release preparations, adsorbents, cosmetics, etc.

公开(公告)号：JPH03275682A

公开(公告)日：1991-12-06

申请号：JP7299590

申请日：1990-03-22

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  HIRASA OKIHIKO ,  FUJISHIGE NORINAGA ,  YAMAUCHI AIZO

IPC: C07D317/28 ,  C08F20/52 ,  C08F20/58

Abstract: NEW MATERIAL:N-(1,3-Dioxolan-2-yl)acrylamide shown by formula I. USE:A raw material monomer for heat-sensitive polymer compound useful in light shielding material, temperature sensor, adsorbent, toy, interia, printing agent, display, separating membrane and mechanochemical material. PREPARATION:Acrylic acid chloride shown by formula II is reacted with 2- aminomethyl-1,3-dioxolane shown by formula III and triethylamine in a solvent maintained at 0-10 deg.C.