US2015329656A1PendingUtilityA1

Hydrochromic polydiacetylene composite composition, hydrochromic thin film using same, and use thereof

Assignee: IUCF HYUPriority: Jan 18, 2013Filed: Jan 17, 2014Published: Nov 19, 2015
Est. expiryJan 18, 2033(~6.5 yrs left)· nominal 20-yr term from priority
C08F 38/02A61B 5/117G01N 31/22A61B 5/1172C09D 149/00G01N 31/222G01N 21/81C08F 38/00C08L 49/00C08F 238/00C07C 41/20G01N 21/78C08J 5/18C08F 138/00A61B 5/4266C08F 2/44C08F 138/02
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Claims

Abstract

The present invention relates to a hydrochromic polydiacetylene composite composition, a hydrochromic thin film using same, and a use thereof, and more specifically, to a hydrochromic polydiacetylene composite composition reacting sensitively to moisture, providing the hydrochromic thin film using same, and to applying same to biorecognition or fingerprint recognition. According to the present invention, moisture secreted from a fingerprint or pores on the skin can be detected with high sensitivity. Thus, the position of pores unique to a fingerprint of an organism can be amplified and displayed through selective color change and fluorescent change patterns exhibited when moisture is absorbed.

Claims

exact text as granted — not AI-modified
1 .- 28 . (canceled) 
     
     
         29 . A hydrochromic polydiacetylene composite composition for mapping sweat pores, comprising a polydiacetylene polymerized from diacetylene monomers that are complexed with an alkali metal ionic compound to give a diacetylene composite. 
     
     
         30 . The hydrochromic polydiacetylene composite composition of  claim 29 , wherein the alkali metal is any one selected from cesium, rubidium, potassium, sodium and lithium. 
     
     
         31 . The hydrochromic polydiacetylene composite composition of  claim 29 , wherein each of the diacetylene monomers is represented by the following Chemical Formula 1:
   A-(L 1 ) d -(CH 2 ) e —C≡C—C≡C—(CH 2 ) f -(L 2 ) g -B  [Chemical Formula 1]
   wherein   d+g is an integer of 0, 1 or 2, e+f is an integer of 2 to 50 wherein e and f are independently integers of 1 or greater;   A and B independently represent methyl, amine, carboxyl, hydroxy, maleimide, biotin, N-hydroxysuccinimide, benzoic acid, or activated ester, and may be in an ionized state; and   L 1  and L 2 , which is the same or different, independently represent alkyl of 2 or more carbon atoms, one or more ethylene oxides, amine, amide, ester, or carbonyl.   
     
     
         32 . The hydrochromic polydiacetylene composite composition of  claim 29 , wherein each of the diacetylene monomers is a compound represented by the following Chemical Formula 2, or an mBzA compound in which a benzamide group is incorporated into a diacetylene molecule.
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COOH  [Chemical Formula 2]
   wherein m+n is an integer of 2 to 50.   
     
     
         33 . The hydrochromic polydiacetylene composite composition of  claim 32 , wherein the diacetylene monomers include at least one selected from the group consisting of PCDA (10,12-pentacosadiynoic acid), TCDA (10,12-tricosadiynoic acid), HCDA (8,10-heneicosadiynoic acid), PCDA-mBzA, TCDA-mBzA and HCDA-mBzA. 
     
     
         34 . The hydrochromic polydiacetylene composite composition of  claim 29 , wherein the diacetylene composite includes at least one selected from the compounds represented by the following Chemical Formula 3 to Chemical Formula 7:
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Cs(+)  [Chemical Formula 3]
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Rb(+)  [Chemical Formula 4]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)K(+)  [Chemical Formula 5]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Na(+)  [Chemical Formula 6]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Li(+)  [Chemical Formula 7]
 
   wherein m+n is an integer of 2 to 50.   
     
     
         35 . The hydrochromic polydiacetylene composite composition of  claim 29 , wherein the hydrochromic polydiacetylene composite composition is used in a sensor for mapping sweat pores. 
     
     
         36 . A method for producing the hydrochromic polydiacetylene composite composition of  claim 29 , comprising:
 dissolving an alkali metal ionic compound in water to give a first solution;   dissolving a diacetylene monomer in an organic solvent to give a second solution; and   mixing the first solution and the second solution together to give a diacetylene composite, followed by photopolymerization of self-assembled diacetylene composite.   
     
     
         37 . The method of  claim 36 , wherein the alkali metal is any one selected from cesium, rubidium, potassium, sodium and lithium. 
     
     
         38 . The method of  claim 36 , wherein the diacetylene monomer is represented by the following Chemical Formula 1:
   A-(L 1 ) d -(CH 2 ) e —C≡C—C≡C—(CH 2 ) f -(L 2 ) g -B  [Chemical Formula 1]
   wherein   d+g is an integer of 0, 1 or 2, e+f is an integer of 2 to 50 wherein e and f are independently integers of 1 or greater;   A and B independently represent methyl, amine, carboxyl, hydroxy, maleimide, biotin, N-hydroxysuccinimide, benzoic acid, or activated ester, and may be in an ionized state; and   L 1  and L 2 , which is the same or different, independently represent alkyl of 2 or more carbon atoms, one or more ethylene oxides, amine, amide, ester, or carbonyl.   
     
     
         39 . The method of  claim 36 , wherein the diacetylene monomer is a compound represented by the following Chemical Formula 2, or an mBzA compound in which a benzamide group is incorporated into a diacetylene molecule.
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COOH  [Chemical Formula 2]
   wherein m+n is an integer of 2 to 50.   
     
     
         40 . The method of  claim 39 , wherein the diacetylene monomer includes at least one selected from the group consisting of PCDA (10,12-pentacosadiynoic acid), TCDA (10,12-tricosadiynoic acid), HCDA (8,10-heneicosadiynoic acid), PCDA-mBzA, TCDA-mBzA and HCDA-mBzA. 
     
     
         41 . The method of  claim 36 , wherein the diacetylene composite includes at least one selected from the compounds represented by the following Chemical Formula 3 to Chemical Formula 7:
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Cs(+)  [Chemical Formula 3]
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Rb(+)  [Chemical Formula 4]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)K(+)  [Chemical Formula 5]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Na(+)  [Chemical Formula 6]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Li(+)  [Chemical Formula 7]
 
   wherein m+n is an integer of 2 to 50.   
     
     
         42 . A hydrochromic thin film, comprising:
 a thin film substrate; and   a coating layer, formed on the thin film substrate, including the hydrochromic polydiacetylene composite composition of  claim 29 ,   wherein the hydrochromic polydiacetylene composite composition comprises a polydiacetylene polymerized from diacetylene monomers that are complexed with an alkali metal ionic compound to give a diacetylene composite.   
     
     
         43 . The hydrochromic thin film of  claim 42 , wherein the alkali metal is any one selected from cesium, rubidium, potassium, sodium and lithium. 
     
     
         44 . The hydrochromic thin film of  claim 42 , wherein each of the diacetylene monomers is represented by the following Chemical Formula 1:
   A-(L 1 ) d -(CH 2 ) e —C≡C—C≡C—(CH 2 ) f -(L 2 ) g -B  [Chemical Formula 1]
   wherein   d+g is an integer of 0, 1 or 2, e+f is an integer of 2 to 50 wherein e and f are independently integers of 1 or greater;   A and B independently represent methyl, amine, carboxyl, hydroxy, maleimide, biotin, N-hydroxysuccinimide, benzoic acid, or activated ester, and may be in an ionized state; and   L 1  and L 2 , which is the same or different, independently represent alkyl of 2 or more carbon atoms, one or more ethylene oxides, amine, amide, ester, or carbonyl.   
     
     
         45 . The hydrochromic thin film of  claim 42 , wherein each of the diacetylene monomers is a compound represented by the following Chemical Formula 2, or an mBzA compound in which a benzamide group is incorporated into a diacetylene molecule.
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COOH  [Chemical Formula 2]
   wherein m+n is an integer of 2 to 50.   
     
     
         46 . The hydrochromic thin film of  claim 45 , wherein the diacetylene monomers include at least one selected from the group consisting of PCDA (10,12-pentacosadiynoic acid), TCDA (10,12-tricosadiynoic acid), HCDA (8,10-heneicosadiynoic acid), PCDA-mBzA, TCDA-mBzA and HCDA-mBzA. 
     
     
         47 . The hydrochromic thin film of  claim 42 , wherein the diacetylene composite includes at least one selected from the compounds represented by the following Chemical Formula 3 to Chemical Formula 7:
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Cs(+)  [Chemical Formula 3]
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Rb(+)  [Chemical Formula 4]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)K(+)  [Chemical Formula 5]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Na(+)  [Chemical Formula 6]
 
   wherein m+n is an integer of 2 to 50,
   CH 3 —(CH 2 ) m —C≡C—C≡C—(CH 2 ) n —COO(−)Li(+)  [Chemical Formula 7]
 
   wherein m+n is an integer of 2 to 50.

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