With Aldehyde Or Derivative As A Reactant Other Than As An Aldose Patents (Class 527/305)
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Patent number: 8859705Abstract: A hydrogel tissue adhesive having decreased gelation time and decreased degradation time is described. The hydrogel tissue adhesive is formed by reacting an oxidized polysaccharide containing aldehyde groups with a water-dispersible, multi-arm amine in the presence of a thiol additive. The thiol additive accelerates the process to form the hydrogel and accelerates the degradation of the hydrogel formed. The hydrogel may be useful as a tissue adhesive or sealant for medical applications, such as a hemostat sealant or to prevent undesired tissue-to-tissue adhesions resulting from trauma or surgery.Type: GrantFiled: November 19, 2012Date of Patent: October 14, 2014Assignee: Actamax Surgical Materials LLCInventors: Helen S. M. Lu, Cara L. Blankenbicker
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Patent number: 8609081Abstract: The present invention relates to novel compositions of therapeutic cyclodextrin containing polymeric compounds designed as a carrier for small molecule therapeutics delivery and pharmaceutical compositions thereof. These cyclodextrin-containing polymers improve drug stability and solubility, and reduce toxicity of the small molecule therapeutic when used in vivo. Furthermore, by selecting from a variety of linker groups and targeting ligands the polymers present methods for controlled delivery of the therapeutic agents. The invention also relates to methods of treating subjects with the therapeutic compositions described herein. The invention further relates to methods for conducting pharmaceutical business comprising manufacturing, licensing, or distributing kits containing or relating to the polymeric compounds described herein.Type: GrantFiled: January 11, 2013Date of Patent: December 17, 2013Assignee: Cerulean Pharma Inc.Inventors: Jianjun Cheng, Mark E. Davis, Kay T. Khin
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Patent number: 8603454Abstract: The present invention relates to novel compositions of therapeutic cyclodextrin containing polymeric compounds designed as a carrier for small molecule therapeutics delivery and pharmaceutical compositions thereof. These cyclodextrin-containing polymers improve drug stability and solubility, and reduce toxicity of the small molecule therapeutic when used in vivo. Furthermore, by selecting from a variety of linker groups and targeting ligands the polymers present methods for controlled delivery of the therapeutic agents. The invention also relates to methods of treating subjects with the therapeutic compositions described herein. The invention further relates to methods for conducting pharmaceutical business comprising manufacturing, licensing, or distributing kits containing or relating to the polymeric compounds described herein.Type: GrantFiled: February 15, 2013Date of Patent: December 10, 2013Assignee: Cerulean Pharma Inc.Inventors: Jianjun Cheng, Mark E. Davis, Kay T. Khin
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Patent number: 8580244Abstract: The present invention relates to novel compositions of therapeutic cyclodextrin containing polymeric compounds designed as a carrier for small molecule therapeutics delivery and pharmaceutical compositions thereof. These cyclodextrin-containing polymers improve drug stability and solubility, and reduce toxicity of the small molecule therapeutic when used in vivo. Furthermore, by selecting from a variety of linker groups and targeting ligands the polymers present methods for controlled delivery of the therapeutic agents. The invention also relates to methods of treating subjects with the therapeutic compositions described herein. The invention further relates to methods for conducting pharmaceutical business comprising manufacturing, licensing, or distributing kits containing or relating to the polymeric compounds described herein.Type: GrantFiled: February 15, 2013Date of Patent: November 12, 2013Assignee: Cerulean Pharma Inc.Inventors: Jianjun Cheng, Mark E. Davis, Kay T. Khin
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Patent number: 8580242Abstract: The present invention relates to novel compositions of therapeutic cyclodextrin containing polymeric compounds designed as a carrier for small molecule therapeutics delivery and pharmaceutical compositions thereof. These cyclodextrin-containing polymers improve drug stability and solubility, and reduce toxicity of the small molecule therapeutic when used in vivo. Furthermore, by selecting from a variety of linker groups and targeting ligands the polymers present methods for controlled delivery of the therapeutic agents. The invention also relates to methods of treating subjects with the therapeutic compositions described herein. The invention further relates to methods for conducting pharmaceutical business comprising manufacturing, licensing, or distributing kits containing or relating to the polymeric compounds described herein.Type: GrantFiled: January 11, 2013Date of Patent: November 12, 2013Assignee: Cerulean Pharma Inc.Inventors: Jianjun Cheng, Mark E. Davis, Kat T. Khin
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Patent number: 8580243Abstract: The present invention relates to novel compositions of therapeutic cyclodextrin containing polymeric compounds designed as a carrier for small molecule therapeutics delivery and pharmaceutical compositions thereof. These cyclodextrin-containing polymers improve drug stability and solubility, and reduce toxicity of the small molecule therapeutic when used in vivo. Furthermore, by selecting from a variety of linker groups and targeting ligands the polymers present methods for controlled delivery of the therapeutic agents. The invention also relates to methods of treating subjects with the therapeutic compositions described herein. The invention further relates to methods for conducting pharmaceutical business comprising manufacturing, licensing, or distributing kits containing or relating to the polymeric compounds described herein.Type: GrantFiled: February 15, 2013Date of Patent: November 12, 2013Assignee: Cerulean Pharma Inc.Inventors: Jianjun Cheng, Mark E. Davis, Kay T. Khin
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Patent number: 7985794Abstract: A starch-polyester graft copolymer and chemically modified starch-polyester graft copolymer composition comprising a chemically modified starch or chemically modified starch-nanoclay product is described. The composition can be produced continuously in a twin-screw co-rotating extruder. The starch-polyester graft copolymer can be solvent cast, melt cast and blown into clear transparent film particularly for use in single use disposable applications and can be biodegradable.Type: GrantFiled: December 7, 2009Date of Patent: July 26, 2011Assignee: Board of Trustees of Michigan State UniversityInventors: Ramani Narayan, Sunder Balakrishnan, Yogaraj Nabar, Jean-Marie Raquez, Philippe Dubois
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Patent number: 7638560Abstract: A foamed starch-polyester graft copolymer and chemically modified starch-polyester graft copolymer composition comprising a chemically modified starch or chemically modified starch-nanoclay product is described. The composition can be produced continuously in a twin-screw co-rotating extruder in the presence of a blowing agent. The foams are biodegradable.Type: GrantFiled: May 18, 2005Date of Patent: December 29, 2009Assignee: Board of Trustees of Michigan State UniversityInventors: Ramani Narayan, Yogaraj Nabar
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Patent number: 7629405Abstract: A starch-polyester graft copolymer and chemically modified starch-polyester graft copolymer composition comprising a chemically modified starch or chemically modified starch-nanoclay product is described. The composition can be produced continuously in a twin-screw co-rotating extruder. The starch-polyester graft copolymer can be solvent cast, melt cast and blown into clear transparent film particularly for use in single use disposable applications and can be biodegradable.Type: GrantFiled: November 19, 2004Date of Patent: December 8, 2009Assignee: Board of Trustees of Michigan State UniversityInventors: Ramani Narayan, Sunder Balakrishnan, Yogaraj Nabar, Jean-Marie Raquez, Philippe Dubois
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Patent number: 6339116Abstract: Biobased cross-linked compositions, methods of fabrication and structures, in particular biobased printed wiring boards using the compositions and methods of making the structures are described. Biobased materials such as lignin, crop oils, wood resins, tannins, and polysaccharides and combinations thereof are cross-linked, preferably using heat, a cross-linking agent, and an initiator. The materials fabricated have suitable properties for printed wiring boards which are made by impregnating a fiberglass or biobased cloth with an admixture of the biobased material, cross-linking agent and initiator which is processed by conventional methods to produce a printed wiring board.Type: GrantFiled: December 19, 1996Date of Patent: January 15, 2002Assignee: International Business Machines CorporationInventors: Ali Afzali-Ardakani, Jeffrey Donald Gelorme, Laura Louise Kosbar
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Patent number: 6211315Abstract: Biological oils, conjugated biological oils, and metathesized or cometathesized biological oils are polymerized or co-polymerized faith divinylbenzene, norboradiene and dicyclopentadiene using a BF3.OEt2 initiator to provide plastics from renewable resources. The products are thermosetting polymers having highly crosslinked structures, room temperature modulus of about 109 Pa, and excellent thermal stability, making the products useful for applications where current biodegradable plastics are not useable.Type: GrantFiled: November 12, 1998Date of Patent: April 3, 2001Assignee: Iowa State University Research Foundation, Inc.Inventors: Richard C. Larock, Mark Hanson
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Patent number: 6043405Abstract: A method and treatment composition for neutralizing formaldehdye. The treatment composition contains polyethylenimine, urea and an acid having a pH of less than 6. Treatment of formaldehyde solutions with the treatment composition results in a suspension that it easily disposable and non-toxic.Type: GrantFiled: December 15, 1997Date of Patent: March 28, 2000Assignee: Isolyser Company, Inc.Inventors: Travis W. Honeycutt, Baosheng Lee, Youshen Ding, Ashley Myers, Dong Dai
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Patent number: 5990216Abstract: The present invention discloses a process for manufacturing a grafted polyacrylamide flocculant of cationic/ampholytic ions, which is characterized by graft-copolymerizing starch or micro-crystalline cellulose as backbone with acrylamide, while using potassium permanganate as initiator, hydrolyzing and thereafter reacting with alkyl-amino-carbinol. Optionally, the product may also contain additives. It has advantages in readily available raw materials, low cost of production, simple technology and mild reaction conditions. The product has good overall performance, high flocculating ability, wide applicability and is an ideal sludge-dewatering agent and sewage treating agent.Type: GrantFiled: July 18, 1997Date of Patent: November 23, 1999Assignee: Guangzhou Institute of Environmental Protection SciencesInventors: Ziyun Cai, Huihua Yan, Yingxiang Tao
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Patent number: 5863990Abstract: The present invention relates to biodegradable biocompatible polyacetals, methods for their preparation, and methods for treating mammals by administration of biodegradable biocompatible polyacetals. A method for forming the biodegradable biocompatible polyacetals combines a glycol-specific oxidizing agent with a polysaccharide to form an aldehyde intermediate which is combined with a reducing agent to form the biodegradable biocompatible polyacetal. The resultant biodegradable biocompatible polyacetals can be chemically modified to incorporate additional hydrophilic moieties. A method for treating mammals includes the administration of the biodegradable biocompatible polyacetal in which biologically active compounds or diagnostic labels can be disposed.Type: GrantFiled: June 9, 1997Date of Patent: January 26, 1999Assignee: The General Hospital CorporationInventor: Mikhail I. Papisov
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Patent number: 5780568Abstract: The invention relates to a procedure, to a grafted starch derivative produced by this procedure and method of using it. In the procedure a starch or starch derivative is graft-copolymerized with a cyclic ester, producing a starch derivative grafted with an aliphatic polyester. The procedure can be implemented as mass polymerization without the use of a solvent or other medium. The grafted starch derivative produced can be used as a component in hot-melt adhesives and as an impermeable coating for paper and cardboard.Type: GrantFiled: November 27, 1996Date of Patent: July 14, 1998Assignee: Valtion Teknillinen TutkimuskeskusInventors: Jani Vuorenpaa, Soili Peltonen, Jukka Seppala
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Patent number: 5616671Abstract: Novel synthetic pathways to derive aliphatic polyester-grafted polysaccharides from cyclic ester monomers, preferably, poly(.epsilon.-caprolactone) and starch. Different reaction schemes lead to compositions with various levels of grafting. The grafting reactions were conducted using bulk monomer and an organometallic polymerization agent (catalyst or initiator) such as metal alkoxides initiators which were generated in-situ by the reaction of metal alkyls with hydroxyl groups of the polysaccharide. The grafting reactions were characterized by very fast reaction times of the order of a few minutes to effect complete conversion of monomer. Biodegradable compositions, particularly using these poly(.epsilon.-caprolactone)-grafted starch are described for use in film applications.Type: GrantFiled: April 15, 1996Date of Patent: April 1, 1997Assignee: Board of Trustees operating Michigan State UniversityInventors: Ramani Narayan, Philippe Dubois, Mohan Krishnan
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Patent number: 5583193Abstract: A process for preparing a modified polysaccharide graft copolymer complex which comprises the steps of:i. subjecting polysaccharide to graft copolymerization with a vinyl monomer;ii. treating the polysaccharide graft copolymer with:a. polyethylene glycol to provide a polymer-PEG complex; orb. a silicate compound to provide a silica precipitated polymer; andiii. recovering the polymer-PEG complex or silica precipitated polymer.This modified polysaccharide graft copolymer may be used as a surface sizing agent in the preparation of paper.Type: GrantFiled: May 26, 1995Date of Patent: December 10, 1996Assignee: National Starch and Chemical Investment Holding CorporationInventors: Perincheery Aravindakshan, Velayudhan N. G. Kumar
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Patent number: 5578678Abstract: Graft polymers are obtainable by free radical polymerization of(A) monomers or monomer mixtures of(a) from 10 to 100% by weight of open-chain N-vinylcarboxamides(b) from 0 to 90% by weight of other, carboxyl-free monoethylenically unsaturated monomers which are copolymerizable with the monomers (a) and(c) from 0 to 5% by weight of monomers containing two or more ethylenically unsaturated, non-conjugated double bonds in the molecule,in the presence of(B) natural substances containing saccharide structures, such as mono-, oligo- and polysaccharides,in a weight ratio (A):(B) of from 95:5 to 20:80 and, if required, subsequent hydrolysis of the amido groups of the polymerized monomers (a) of the graft polymer with formation of amino groups, and said polymers are used as dry and wet strength agents for paper, board and cardboard.Type: GrantFiled: April 19, 1994Date of Patent: November 26, 1996Assignee: BASF AktiengesellschaftInventors: Heinrich Hartmann, Walter Denzinger, Michael Kroener, Claudia Nilz, Friedrich Linhart, Andreas Stange
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Patent number: 5578691Abstract: Novel synthetic pathways to derive aliphatic polyester-grafted polysaccharides from cyclic ester monomers, preferably, poly(.epsilon.-caprolactone) and starch. Different reaction schemes lead to compositions with various levels of grafting. The grafting reactions were conducted using bulk monomer and an organometallic polymerization agent (catalyst or initiator) such as metal alkoxides initiators which were generated in-situ by the reaction of metal alkyls with hydroxyl groups of the polysaccharide. The grafting reactions were characterized by very fast reaction times of the order of a few minutes to effect complete conversion of monomer. Biodegradable compositions, particularly using these poly(.epsilon.-caprolactone)-grafted starch are described for use in film applications.Type: GrantFiled: April 15, 1996Date of Patent: November 26, 1996Assignee: Board of Trustees operating Michigan State UniversityInventors: Ramani Narayan, Philippe Dubois, Mohan Krishnan
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Patent number: 5346937Abstract: The present invention relates to modifying agents for melamine-formaldehyde resins and highly reactive thermosetting resins which are prepared with this agent and consist of 1 mol of melamine, 1.5 to 3.5 mol of formaldehyde, 0.5 to 5% by weight of a polyhydric alcohol, based on the melamine plus formaldehyde, and 0.5 to 10% by weight of the modifying agent, based on the liquid resin. The modifying agent can be added to the melamine-formaldehyde resin as a pulverulent mixture before or during the condensation reaction or in the liquid state in the form of a condensation product prepared in a known manner. The modifying agent consists of 10 to 75% by weight of dicyandiamide, 5 to 70% by weight of cold water-soluble starch (soluble between about 18.degree. and about 25.degree. C.) and 20 to 85% by weight of a guanamine. The highly reactive resins modified in this way are preferably used for coating chipboard and hardboard by a short cycle process.Type: GrantFiled: June 11, 1993Date of Patent: September 13, 1994Assignee: SKW Trostberg AktiengesellschaftInventors: Josef Kuchler, Hans-Georg Erben, Josef Seeholzer
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Patent number: 5317071Abstract: A method of converting a toxic composition containing an aldehyde to a composition which is substantially non-toxic. The aldehyde is reacted with a compound having protic oxygen or nitrogen atoms and a polyimine or polyimine derivative to absorb or swell the aldehyde-containing composition and preferably to yield a substantially solid reaction product by way of a substantially irreversible reaction.Type: GrantFiled: January 31, 1991Date of Patent: May 31, 1994Assignee: Isolyser Company, Inc.Inventor: Travis W. Honeycutt
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Patent number: 5296470Abstract: Graft polysaccharides comprising a polymer backbone consisting essentially of a polydextrose having an average-weight molecular mass of less than 10,000 and grafts grafted thereon derived from a water-soluble ethylenically unsaturated monomer. The graft polysaccharides are useful as sequestering agents for alkaline-earth metal ions.Type: GrantFiled: June 26, 1991Date of Patent: March 22, 1994Assignee: Rhone-Poulenc ChimieInventors: Sophie Vaslin, Christine Vidil
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Patent number: 5247013Abstract: A biocompatible polyester which has improved hydrolyzability obtained by bonding saccharide to the structure of a polymer consisting of a glycolic acid unit and/or a lactic acid unit, and a process for Preparing the biocompatible polyester are disclosed.Type: GrantFiled: June 26, 1992Date of Patent: September 21, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Hosei Shinoda, Masami Ohtaguro, Shigeru Iimuro
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Patent number: 5206325Abstract: A thermoplastic resin is formed by imparting thermoplasticity to monosaccharide and/or polysaccharide units to form engineering resin that has excellent mechanical property attributes and excellent biodegradability. A thermoplastic graft copolymer is formed by graft-polymerizing graft to backbone. The copolymer comprises backbone which constitutes the monosaccharide and/or polysaccharide units each having a functional group selected from the group consisting of the hydroxyl group, carboxyl group, amino group and amido group, and graft constituting the polyacetal units consisting of repetitive oxymethylene units --CH.sub.2 O-- that are reaction-bonded with each other through the functional group, the polyacetal units being graft-polymerized to the monosaccharide and/or polysaccharide units. The copolymer has viscosity of 0.1-10 (dl/g) and a melting point of 150.degree.-175.degree. C.Type: GrantFiled: October 25, 1991Date of Patent: April 27, 1993Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Tadashige Hata, Kazuhiko Matsuzaki, Shiyuzi Yahiro
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Patent number: 4981520Abstract: A composition capable of selectively plugging highly permeable zones in a subterranean formation. The composition forms a gel subsequent to its injection into the formation via an injection well. The composition comprises an aqueous solution of a welan gum heteropolysaccharide biopolymer produced by the fermentation of a microorganism of the genus Alcaligenes, a phenolic compound, an aldehyde and water. The compositions of this invention will form stable gels even in low salinity brines. Also provided is a process for selectively plugging regions of higher permeability within an oil-bearing subterranean formation to improve sweep efficiency during a fluid flood oil recovery process using the gel-forming compositions of this invention.Type: GrantFiled: December 12, 1988Date of Patent: January 1, 1991Assignee: Mobil Oil CorporationInventors: Dennis H. Hoskin, Thomas O. Mitchell, Paul Shu
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Patent number: 4866151Abstract: Polysaccharide graft polymers which comprise an acetal-containing or aldehyde-containing homopolymer or copolymer grafted to a polysaccharide base have been prepared. The monomer repeating units in the homopolymer are derived from one or more ethylenically or allylically unsaturated monomers containing an acetal group or aldehyde group; The monomer repeating units in the copolymer are derived from the above monomer and derived from one or more ethylenically or allylically unsaturated monomers other than the acetal-containing or aldehyde-containing monomer. A and A' are independently a lower alkyl or A and A' together form at least a 5-membered cyclic acetal; with the proviso that the graft polymer contain no ##STR1## groups when the aldehyde groups are present. The aldehyde-containing graft polymers are useful for imparting wet strength to paper.Type: GrantFiled: October 26, 1987Date of Patent: September 12, 1989Assignee: National Starch and Chemical CorporationInventors: John J. Tsai, Patrick G. Jobe, Robert L. Billmers
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Patent number: 4861527Abstract: High strength chitosan fibers from chitin and chitosan derivatives and the process for making these fibers are disclosed.Type: GrantFiled: February 8, 1988Date of Patent: August 29, 1989Inventors: George V. DeLucca, Lorenzo F. Pelosi, John P. O'Brien
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Patent number: 4833238Abstract: High tenacity chitin acetate/formate and chitosan acetate/formate fibers and the process for making such fibers are disclosed.Type: GrantFiled: August 27, 1987Date of Patent: May 23, 1989Assignee: E. I. Du Pont de Nemours and CompanyInventors: George V. De Lucca, Hollis S. Kezar, III, John P. O'Brien
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Patent number: 4761184Abstract: A formaldehyde binder containing at least one organic hydroxy compound, at least one amide, and water. This binder is suitable for use in preparing boards from lignocellulosic materials using adhesive based on formaldehyde.Type: GrantFiled: February 11, 1987Date of Patent: August 2, 1988Assignee: Enigma N.V.Inventor: Efthalia V. Markessini
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Patent number: 4701500Abstract: Heavy metals can be fixed to solid carriers to which an .alpha.-amino- or an .alpha.-iminohydroxamate ligand has been covalently bound. The ligand can have the structural formula ##STR1## wherein R.sub.1 and R.sub.2 represent H or an alkyl, or may be a compound of two or more hydroxamate substituents. The carrier can be formed of polysaccharides, polygalactanes, polyacrylates or silica dioxide. The adsorbent is prepared by an .alpha.-aminohydroxamate in an aqueous solution having a pH value of 4-9 being brought into contact with an aldehyde derivative of a carrier, followed by reduction with sodiumborohydride or sodiumcyanoborohydride.Type: GrantFiled: April 30, 1985Date of Patent: October 20, 1987Inventor: Jerker Porath
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Patent number: 4383089Abstract: Alkali metal aldehyde lignin-cellulose silicate polymers are reacted chemically with an epihalohydrin compound to produce a polyepoxy silicate resin; the polyepoxy silicate resin may be cured by a catalyst, e.g., an amine or Lewis acid, to produce a cured epoxy resin, solid or cellular solid product which may be used as an adhesive, as construction sheets, etc.Type: GrantFiled: April 2, 1982Date of Patent: May 10, 1983Inventor: David H. Blount
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Patent number: 4382136Abstract: An alkali metal broken-down plant silicate polymer is reacted with a Lewis acid and an epoxide compound to produce a polyhydroxy lignin-cellulose polymer which may be reacted with polyisocyanates to produce polyurethane silicate foam and be used for insulation.Type: GrantFiled: April 27, 1982Date of Patent: May 3, 1983Inventor: David H. Blount
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Patent number: 4376173Abstract: Alkali metal aldehyde lignin-cellulose silicate polymers are reacted chemically with an epihalohydrin compound to produce a polyepoxy silicate resin; the polyepoxy silicate resin may be cured by a catalyst, e.g., an amine or Lewis acid, to produce a cured epoxy resin, solid or cellular solid product which may be used as an adhesive, as construction sheets, etc.Type: GrantFiled: April 1, 1982Date of Patent: March 8, 1983Inventor: David H. Blount
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Patent number: 4376171Abstract: Polyester resins are produced by chemically reacting a broken-down alkali metal lignin-cellulose polymer, a substituted organic hydroxy compound and a polycarboxylic acid compound and/or a polycarboxylic acid anhydride. Polyester resins may be used as molding powder, as coating agents and to produce polyurethane foams.Type: GrantFiled: May 13, 1982Date of Patent: March 8, 1983Inventor: David H. Blount
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Patent number: 4367326Abstract: Alkali metal aldehyde lignin-cellulose silicate polymers are reacted chemically with an epihalohydrin compound to produce a polyepoxy silicate resin; the polyepoxy silicate resin may be cured by a catalyst, e.g., an amine or Lewis acid, to produce a cured epoxy resin, solid or cellular solid product which may be used as an adhesive, as construction sheets, etc.Type: GrantFiled: September 28, 1981Date of Patent: January 4, 1983Inventor: David H. Blount
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Patent number: 4339366Abstract: Polyester resins are produced by chemically reacting a broken-down alkali metal lignin-cellulose polymer, a substituted organic hydroxy compound and a polycarboxylic acid compound and/or a polycarboxylic acid anhydride. Polyester resins may be used as molding powder, as coating agents and to produce polyurethane foams.Type: GrantFiled: November 9, 1981Date of Patent: July 13, 1982Inventor: David H. Blount