Patents by Inventor Loon-Seng Tan

Loon-Seng Tan has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 9255065
    Abstract: Photo-active cross-linkers derived from a tris(azobenzene)-containing compound with the following generic structure: wherein for meta-azo substitution, R is equal to H, and for para-azo substitution, R is selected from the group consisting of H, F, Cl, CF3, and CH3.
    Type: Grant
    Filed: April 19, 2013
    Date of Patent: February 9, 2016
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang
  • Patent number: 9216949
    Abstract: Ketoxime- and amide-functionalized nanomaterials. The nanomaterials including a nanomaterial comprising a carbon nanotube or a carbon nanofiber. At least one ketoxime group coupled to a first location on the nanomaterial, and at least one amide group coupled to a second location on the nanomaterial.
    Type: Grant
    Filed: July 2, 2013
    Date of Patent: December 22, 2015
    Assignee: THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY OF THE AIR FORCE
    Inventors: Loon-Seng Tan, David Huabin Wang
  • Patent number: 9187604
    Abstract: The present invention includes novel ether-ketone hyperbranched polymers that are prepared from polymerizing trimesic acid and bifunctional phenylether-based liquid or low-melting monomers, which melt at or below polymerization temperature. The resulting copolymer has repeating units of the formula: wherein m is the degree of polymerization; n has a value of 0-5; the ratio x:y corresponds to the molar ratio of trimesic acid and arylether monomer and may range from 1.0:1.0 to 1.0:1.5 (i.e. x=1, y=1.0, 1.1, 1.2 . . . 1.5); and the substitution pattern of the arylether segment may be para or meta. The endgroups may be carboxylic acid (—CO2H), oxyphenyl (—OPh), or mixture of both moieties, depending on the reaction ratio x:y used. The total number of endgroups is typically defined by m+1.
    Type: Grant
    Filed: March 13, 2014
    Date of Patent: November 17, 2015
    Assignee: THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY OF THE AIR FORCE
    Inventors: Loon-Seng Tan, Jong-Beom Baek
  • Patent number: 9139696
    Abstract: The present invention includes compositions and methods of preparation for symmetrical and unsymmetrical diamines containing three ether-linked benzonitrile moieties that may be used as monomers for the manufacture of a variety of functional polymers. For example, the presently disclosed multi(ether-benzonitrile) diamines may polymerize with: (i) a dianhydride to form a polyimide; (ii) a diacid chloride directly or with a dicarboxylic acid (diacid) in conjunction with a suitable promoter/catalyst combination such as triethylphosphite/pyridine to form a polyamide; and (iii) 1,2,4-benzenetricarboxylic anhydride (trimellitic anhydride), trimellitic anhydride chloride, or a diacid/diacid chloride derived from trimellitic anhydride and an aromatic diamine to form a poly(amide-imide).
    Type: Grant
    Filed: March 28, 2014
    Date of Patent: September 22, 2015
    Assignee: The United States of America, as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang
  • Patent number: 9085661
    Abstract: Compositions of azobenzene-containing, photomechanically active, copoly(amic acids) and linear copolyimides comprising an azobenzenediamine, a rigid dianhydride, and a flexible dianhydride; and methods of making the same.
    Type: Grant
    Filed: October 26, 2012
    Date of Patent: July 21, 2015
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang, Kyung Min Lee, Timothy J. White
  • Patent number: 9024037
    Abstract: Diphenylamine-benzobisthiazole-diphenylamine monomers having two-photon absorption cross-sections and high solubility in organic solvents are provided. Also provided are the corresponding organo-soluble, wholly conjugated and two-photon absorbing benzobisthiazole-triarylamine polymers.
    Type: Grant
    Filed: May 18, 2012
    Date of Patent: May 5, 2015
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Ramamurthi Kannan, Matthew Dalton
  • Patent number: 8962890
    Abstract: Multifunctional amine crosslinkers that may be used to create crosslinked polyimide, polyamide, and poly(amide-imide) polymers and films having shape memory properties at elevated temperatures and methods of making the same.
    Type: Grant
    Filed: August 29, 2013
    Date of Patent: February 24, 2015
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang
  • Publication number: 20150011794
    Abstract: Ketoxime- and amide-functionalized nanomaterials. The nanomaterials including a nanomaterial comprising a carbon nanotube or a carbon nanofiber. At least one ketoxime group coupled to a first location on the nanomaterial, and at least one amide group coupled to a second location on the nanomaterial.
    Type: Application
    Filed: July 2, 2013
    Publication date: January 8, 2015
    Inventors: Loon-Seng Tan, David Huabin Wang
  • Patent number: 8895730
    Abstract: A method of synthesizing a two-photon active tris(diarylamino-9,9-di(R)fluorenyl)-1,3,5-triazine compound having the structure: where Y is hydrogen, a thermally self-polymerizable acrylic, or a methacrylic group; R is an alkyl group of the formula —CmH2m+1, wherein the subscript m ranges from 1 to 6, or an alkylether group of the formula —(CH2CH2O)pMe, wherein the subscript p ranges from 1 to 5; R? is an alkyl group; and the R?—(OY)x groups are attached to the phenyl rings of the triarylamine moiety either in a para position or a meta position and the subscript x ranges from 1 to 3. The compound may be synthesized by (a) synthesizing a diarylamine intermediate, (b) synthesizing a brominated 1,3,5-triazine intermediate as a three-arm core structure, and (c) forming the two-photon active tris(diarylamino-9,9-di(R)fluorenyl)-1,3,5-triazine compound by covalently joining the diarylamine and each arm of the three-arm core structure and removing the acetone protecting groups.
    Type: Grant
    Filed: October 7, 2013
    Date of Patent: November 25, 2014
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Ramamurthi Kannan, Matthew Dalton
  • Patent number: 8791227
    Abstract: A crosslinked aromatic polyimide having shape memory properties and methods of making the same. The crosslinked aromatic polyimide comprises at least one aromatic diamine, at least one dianhydride monomer, and a tri(oxybenzene-amine) crosslinker. The crosslinked aromatic polyimide polymers and films possess superior shape memory properties at temperatures above 225° C.
    Type: Grant
    Filed: July 11, 2012
    Date of Patent: July 29, 2014
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang, Hilmar Koerner, Richard A. Vaia
  • Patent number: 8785589
    Abstract: Cross-linked polyimides based on a novel crosslinker and methods of making the same. The general structure of these heat-resistant and amorphous polyimides is shown as follows: in which n, m, and l denote the degrees of polymerization (DP) of each arm and the linking group R? is one of the following moieties: —C(CF3)2—, —O—, —SO2—, >C(?O), —OPh-C(CH3)2-PhO-, -(Ph)C(CF3)—, or a direct bond (—). Films (cantilevers) comprising cross-linked polyimides according to the present invention demonstrate photodirected bending upon exposure to linearly polarized light.
    Type: Grant
    Filed: April 19, 2013
    Date of Patent: July 22, 2014
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang, Kyung Min Lee, Timothy J. White
  • Patent number: 8735528
    Abstract: Two-photon absorbing (2PA), cross-linked polyurethanes were prepared from bis(isocyanato) monomers, tris(isocyanato) monomers or a mixture thereof, in conjunction with novel polyol molecules with donor-acceptor octupolar geometry, whose generic structure is comprised of an electron-accepting 1,3,5-triazine hub with three spokes constituted by electron-donating triarylalkylamine end-groups, which are polyfunctionalized with thermally reactive alcohol functions. The resulting neat glassy or rubbery solids are applicable in a wide range of linear and nonlinear optical applications.
    Type: Grant
    Filed: October 1, 2012
    Date of Patent: May 27, 2014
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Matthew J Dalton, Ramamurthi Kannan
  • Patent number: 8674057
    Abstract: Provided are novel polyimides, poly(amide-imides) and polyamides, which are generated from new two photon diamino-monomers of the formula: wherein para or meta X—C6H4—O— and X?NH2; and CnHn+1 is either a straight or branched alkyl chain, and wherein n is an integer from 1 to 20.
    Type: Grant
    Filed: February 23, 2011
    Date of Patent: March 18, 2014
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Matthew J. Dalton, Ramamurthi Kannan
  • Publication number: 20140039185
    Abstract: A method of synthesizing a two-photon active tris(diarylamino-9,9-di(R)fluorenyl)-1,3,5-triazine compound having the structure: where Y is hydrogen, a thermally self-polymerizable acrylic, or a methacrylic group; R is an alkyl group of the formula —CmH2m+1, wherein the subscript m ranges from 1 to 6, or an alkylether group of the formula —(CH2CH2O)pMe, wherein the subscript p ranges from 1 to 5; R? is an alkyl group; and the R?—(OY)x groups are attached to the phenyl rings of the triarylamine moiety either in a para position or a meta position and the subscript x ranges from 1 to 3. The compound may be synthesized by (a) synthesizing a diarylamine intermediate, (b) synthesizing a brominated 1,3,5-triazine intermediate as a three-arm core structure, and (c) forming the two-photon active tris(diarylamino-9,9-di(R)fluorenyl)-1,3,5-triazine compound by covalently joining the diarylamine and each arm of the three-arm core structure and removing the acetone protecting groups.
    Type: Application
    Filed: October 7, 2013
    Publication date: February 6, 2014
    Applicant: Government of the United States as Represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Ramamurthi Kannan, Matthew Dalton
  • Patent number: 8580958
    Abstract: Provided are novel 2PA-active monomers of the formula: wherein Y?H, acrylic or methacrylic moiety; R is a linear or branched alkyl group, —CmH2m+1, where m=1-6 or an alkylether group, —(CH2CH2O)pMe, where p=1-5. The number of R?—(OH)x groups, attached to the phenyl rings of the triarylamine moiety either in a para or a meta position, could be 3 or 6 per molecule, or mixtures of molecules containing 3, 4, 5, 6 in various ratios and wherein x=1, 2, or 3. R? is a linear or branched alkyl group such as —CmH2m, where m=1-6, i.e. linear —(CH2)m, where m=2-6, or branched alkyl group such as —CH2CH(R?)—, where R??—(CH2)lCH3, where l=2-6.
    Type: Grant
    Filed: September 22, 2011
    Date of Patent: November 12, 2013
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Ramamurthi Kannan, Matthew Dalton
  • Patent number: 8546614
    Abstract: Multifunctional amine crosslinkers that may be used to create crosslinked polyimide, polyamide, and poly(amide-imide) polymers and films having shape memory properties at elevated temperatures and methods of making the same.
    Type: Grant
    Filed: July 25, 2012
    Date of Patent: October 1, 2013
    Assignee: The United States of America as represented by the Secretary of The Air Force
    Inventors: Loon-Seng Tan, David Huabin Wang
  • Patent number: 8471035
    Abstract: Two-photon absorbing arylamine-endcapped and dialkylfluorene-bridged benzobisthiazole-based compounds are provided. These two-photon absorbing benzobisthiazole-based compounds show high solubility in nonpolar hydrocarbon solvents (oleophilicity) and high two-photon properties, especially in the nanosecond domain of pulse-laser excitation.
    Type: Grant
    Filed: May 18, 2012
    Date of Patent: June 25, 2013
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Ramamurthi Kannan, Matthew Dalton
  • Patent number: 8389619
    Abstract: A poly(ether-ketone) composite of the formula: wherein DND is detonation nanodiamond particle; wherein Ar represents ether-ketone repeating groups of the formula wherein Q is —O— or —O—(CH2)n—O—, wherein n has a value of 2-12; wherein R is —H, —CH3, or —C2H5, m has a value of 1 or 2; wherein R? is —H or —CH3; and wherein — denotes the presence of a direct C—C bond between Ar and DND. Also provided is a process for preparing the nanocomposites.
    Type: Grant
    Filed: February 5, 2009
    Date of Patent: March 5, 2013
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David H. Wang
  • Patent number: 8318888
    Abstract: Two-photon absorbing (2PA), cross-linked polyurethanes were prepared from bis(isocyanato) monomers, tris(isocyanato) monomers or a mixture of bis(isocyanato) and tris(isocyanato) monomers, in conjunction with a novel polyol molecules with donor-acceptor octupolar geometry, whose generic structure is comprised of an electron-accepting 1,3,5-triazine hub with three spokes constituted by electron-donating triarylalkylamine end-groups, which are polyfunctionalized with thermally reactive alcohol functions. The resulting neat glassy or rubbery solids are applicable in a wide range of linear & nonlinear optical applications.
    Type: Grant
    Filed: September 20, 2011
    Date of Patent: November 27, 2012
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Matthew Dalton, Ramamurthi Kannan
  • Patent number: 8173763
    Abstract: Provided are hyperbranched poly(ether-ketone)-based nanocomposites with the following generic formula: wherein n is the degree of polymerization and R is carboxylic acid (COOH) and various functional groups that could be derived from COOH, such as benzothiazole, benzoxazole, benzimidazole, esters, and amines. Also provided are a process for preparing the above composite and a chain-end conversion methodology to tailor thermal and solubility properties.
    Type: Grant
    Filed: March 3, 2008
    Date of Patent: May 8, 2012
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, David H. Wang