公开(公告)号：JPH03273012A

公开(公告)日：1991-12-04

申请号：JP7299690

申请日：1990-03-22

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: C08F120/58 ,  C08F20/52

Abstract: PURPOSE:To obtain the title compound which can reversibly undergoes dissolution in a monoalcohol in a high temperature region and insolubilization in a monoalcohol in a low temperature region and can be used as a temperature sensor or the like by selecting a heat-sensitive polymeric compound comprising specified repeating units and having a specified molecular weight. CONSTITUTION:A heat-resistant polymeric compound comprising repeating units of the formula and having a molecular weight corresponding to a limiting viscosity of 0.01-6.0 (at 27 deg.C) in an aqueous solution is selected.

公开(公告)号：JPH02215751A

公开(公告)日：1990-08-28

申请号：JP3575789

申请日：1989-02-15

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: C07C233/20 ,  C08F20/00 ,  C08F20/58 ,  C08F220/58

Abstract: NEW MATERIAL:N-(2-methoxycthyl)-N-isopropylacrylamide of formula. USE:Useful as a monomer for thermally reversible hydrophilic-lipophilic polymer compound utilizable as a light-shielding material, a temperature sensor, an adsorbent, an interior part, a sizing agent for resist printing, display, separation membrane, mechano-chemical material, etc. PREPARATION:The compound of formula can be produced by reacting acrylic chloride with N-(2-methoxyethyl)-isopropylamine and triethylamine in a solvent (e.g. benzene) maintained at 0-10 deg.C.

公开(公告)号：JPH02214705A

公开(公告)日：1990-08-27

申请号：JP3575889

申请日：1989-02-15

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: C07C233/20 ,  C08F20/52 ,  C08F20/58 ,  C09K3/00

Abstract: PURPOSE:To provide the subject polymer having a specific mol.wt., reversibly changing into a water-soluble polymer at low temperatures and into a water- insoluble polymer at high temperatures and useful as a temperature sensor, etc., by radically polymerizing N-(2-methoxyethyl)-N-isopropylacrylamide. CONSTITUTION:N-(2-Methoxyethyl)-N-isopropylacrylamide of formula I prepared e.g. by reacting acryloyl chloride with N-(2-methoxyethyl)-isopropylamine in the presence of triethylamine is polymerized in the presence of a radical polymerization initiator such as azobisisobutyronitrile in a medium such as methanol at 60 deg.C for approximately 8hr to provide the objective polymer comprising repeating units of formula II and having a mol.wt. corresponding to an intrinsic viscosity [eta] of 0.01-6.0 at 27 deg.C in a tetrahydrofuran solution.

公开(公告)号：JPS6458303A

公开(公告)日：1989-03-06

申请号：JP18320688

申请日：1988-07-22

Applicant: AGENCY IND SCIENCE TECHN

Inventor： MIZOGUCHI KENSAKU ,  ITO SHOJI ,  YAMANAKA TADAMORI

IPC: C08J7/16 ,  B01D71/12 ,  B01D71/78 ,  C08F251/00 ,  C08F251/02

Abstract: PURPOSE:To obtain a temperature sensitive permeable membrane for separating substance which is capable of controlling permeation of substance by temp. by subjecting N-isopropylacrylamide to graft polymerization on the single surface of a cellulose membrane and forming the temperature sensitive film. CONSTITUTION:The middle of a reactor 1 is partitioned with a cellulose membrane and both an N-isopropylacrylamide aq. soln. and ammonium ceric nitrate (polymerization initiator) are introduced into a cell 2 and only the N- isopropylacrylamide aq. soln. is introduced into a cell 3 and the systems are held at constant temp. by circulating hot water 10, 11 and while sufficiently agitating the insides of the cells, N-isopropylacrylamide is subjected to graft polymerization on the cellulose membrane from the cell 2 side under the nitrogen atmosphere. After the reaction has been finished, the produced graft cellulose membrane is sufficiently washed with water. By such a way, the permeable membrane for separating substance which is capable of controlling permeation characteristics by temp. and consists of a temperature sensitive film material is obtained.

公开(公告)号：JPS63295613A

公开(公告)日：1988-12-02

申请号：JP13101587

申请日：1987-05-27

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 a thermally reversible hydrophilic/hydrophobic polymeric compound which has a prescribed mol.wt. and is suitable as a light shielding substance for a green house, by subjecting N-1-methyl-2-methoxyethyl(meth) acrylamide to radical polymerization. CONSTITUTION:The aimed thermally reversible hydrophilic/hydrophobic polymeric compound which comprises repeating units of formula II and has a mol.wt. corresponding to a limited viscosity number of 0.01-6 in a tetrahydrofuran solution at 27 deg.C is produced by subjecting a vinyl compound of formula I (wherein R is H or methyl) to radical polymerization. Although this compound is hydrophilic at ordinary temperatures, it becomes insoluble in water reversibly by heating. The compound of formula I can be produced by reacting, for example, (meth)acryloyl chloride with 2-amino-1-methoxypropane and triethylamine in a solvent.

公开(公告)号：JPS63179877A

公开(公告)日：1988-07-23

申请号：JP961787

申请日：1987-01-19

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: C07D491/113 ,  C07D211/00 ,  C07D317/00 ,  C08F20/52 ,  C08F20/58

Abstract: NEW MATERIAL:8-Acryloyl-1,4-dioxa-8-aza-spiro[4,5]decane expressed by formula I. USE:With a transition temperature, utilizable as, e.g. light shielding substances for greenhouses, chemical laboratories, radioisotope laboratories, etc., temperature sensors, adsorbents for surfactants, as well as toys, interiors, printing agents, displays, separation membranes, mechanochemical element materials, etc., and useful as a raw material monomer for synthesizing heat reversible polyacrylamide derivatives, reversibly soluble in water at low temperatures and insoluble in water within high temperature regions. PREPARATION:For example, as shown in the reaction formula, acryloyl chloride is reacted with 1,4-dioxa-8-azabicyclo[4,5]decane and triethylamine in a solvent, preferably at 0-10 deg.C to afford the aimed compound expressed by formula I.

公开(公告)号：JPS63117016A

公开(公告)日：1988-05-21

申请号：JP26293486

申请日：1986-11-05

Applicant: AGENCY IND SCIENCE TECHN

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

IPC: C08F2/06 ,  C08F2/04 ,  C08F20/00 ,  C08F20/52 ,  C08F20/56 ,  C08F120/56

Abstract: PURPOSE:To obtain the title high-MW thermoreversibly hydrophilic and hydrophobic polymer excellent in strength and capable of being insolubilized in water when warmed, by radical-polymerizing N-isopropylacrylamide in a benzene solvent at a specified temperature. CONSTITUTION:N-Isopropylacrylamide is dissolved in a benzene solvent to form a solution of a concentration of 1-80wt% and radical-polymerized at 5-40 deg.C, preferably, 20-30 deg.C in the presence of, optionally, 0.001-5wt%, based on the vinyl compound, polymerization initiator (e.g., azobisisobutyronitrile) to give the title polymer which is poly(N-isopropylacrylamide) having an intrinsic viscosity >=1.00 (in tetrahydrofuran at 27 deg.C). This polymer is a thermoreversibly hydrophilic and hydrophobic polymer which is insolubilized in water when warmed and is useful for light-screening bodies, temperature sensors, adsorbents, toys, interiors, separative membranes, etc.

公开(公告)号：JPS61287931A

公开(公告)日：1986-12-18

申请号：JP13223286

申请日：1986-06-07

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  FURUYA SETSUKO ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: C08J3/24 ,  C08F20/00 ,  C08F20/52 ,  C08F220/00 ,  C08F220/56 ,  C08F220/58

Abstract: PURPOSE:To produce a crosslinked molding having thermoplasticity, being insoluble in water and being capable of retaining its shape, by radical- polymerizing a specified acrylamide derivative and an N-methylolacrylamide and molding and crosslinking the polymer. CONSTITUTION:1mol of a compound of the formula is mixed with 1mol or below of an N-methylolacrylamide, and the mixture is radical-polymerized in a state of solution. The obtained copolymer is molded and then crosslinked by heating. In the formula, R1 is H or methyl and R2 is n-propyl or isopropyl. To copolymerize a compound of the formula with N-methylolacrylamide, it is necessary to perform the copolymerization in a solvent in which the monomers can be dissolved homogeneously. Examples of such solvents include water, alcohols and N,N-diethylacetamide. In order to give a NW suitable for processing into a molding to this copolymer, it is preferable to produce it so that it has an intrinsic viscosity [eta], as measured in, for example, a methanol solution at 30 deg.C, of about 0.01-6.0.

公开(公告)号：JPS61197615A

公开(公告)日：1986-09-01

申请号：JP3828885

申请日：1985-02-27

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI ,  MIZOGUCHI KENSAKU ,  SUDA MASAO

IPC: C08F20/00 ,  C08F20/52 ,  C08F20/54 ,  C08F20/58 ,  C08F220/00 ,  C08F220/54 ,  C08F220/58

Abstract: PURPOSE:To obtain the titled thermoreversible crosslinkable polymer compound, by radical-copolymerizing N-acryl-piperidine with N-methylolacrylamide in a solution state. CONSTITUTION:A mixture of 1mol of N-acrylpiperidine of formula I and 2mol or below N-methylacrylamide of formula II is dissolved in a solvent (e.g., methanol) so that the concentration of the formed solution may be 1-100%. This solution is copolymerized at 100-200 deg.C for 1-500min to obtain a crosslinkable thermoreversible polymer compound comprising units of formula III and 0.1-66mol% units of formula IV and having, preferably, an intrinsic viscosity [eta]as measured in a chloroform solution or a methanol solution at 30 deg.C of 0.01-6.0. This polymer compound has a property of being easily crosslinked when its molding is heated, so that it can be used as a mechanochemical material, a light-screening material or an adsorbent or for toys, separation membranes, etc.

公开(公告)号：JP2000319304A

公开(公告)日：2000-11-21

申请号：JP13057799

申请日：1999-05-11

Applicant: AGENCY IND SCIENCE TECHN

Inventor： ITO SHOJI

IPC: C08F220/54 ,  C08F2/24 ,  C09K3/00

Abstract: PROBLEM TO BE SOLVED: To obtain the subject copolymer whose aqueous solution can be gelled at a predetermined temperature keeping the initial shape and which is shrinkable by dehydration and so useful as a thermosensitive polymer material by copolymerizing a specified unsaturated amide with a reactive surfactant. SOLUTION: This copolymer is obtained by in-micelle polymerization of a aqueous solution including (A) constituent units derived from at least one monomer of N-n-propyl acrylamide, N-isopropyl acrylamide or N-N-diethyl acrylamide and (B) at least one kind of reactive surfactant of formula I (R is a higher alkyl; R' is H or methyl; X is an alkylene; M is an alkali metal or ammonium; n is 2-20), formula II or formula III in the presence of a radical polymerization initiator at a temperature upper than the hydrophilicity- hydrophobicity transition temperature till obtaining 1,000,000-10,000,000 weight- average molecular weight. The concentration of the B component is 0.001-10 mol% based on total monomers.