IPC분류정보
국가/구분 |
United States(US) Patent
등록
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국제특허분류(IPC7판) |
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출원번호 |
US-0719521
(2010-03-08)
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등록번호 |
US-8519031
(2013-08-27)
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발명자
/ 주소 |
- Parker, Anthony A.
- Marcinko, Joseph J.
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출원인 / 주소 |
- Biopolymer Technologies, Ltd.
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대리인 / 주소 |
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인용정보 |
피인용 횟수 :
9 인용 특허 :
53 |
초록
This invention provides emulsions and adhesives comprising proteins that can be isolated from a variety of sources including renewable plant biomass, and methods of making and using such emulsions and adhesives.
대표청구항
▼
1. An adhesive composition comprising: (a) from about 5% to about 90% (w/w) of a reactive prepolymer; and(b) from about 10% to about 99% (w/w) of an isolated polypeptide composition capable of dispersing the reactive prepolymer in an aqueous medium, wherein the isolated polypeptide composition is de
1. An adhesive composition comprising: (a) from about 5% to about 90% (w/w) of a reactive prepolymer; and(b) from about 10% to about 99% (w/w) of an isolated polypeptide composition capable of dispersing the reactive prepolymer in an aqueous medium, wherein the isolated polypeptide composition is derived from corn, wheat, sunflower, cotton, rapeseed, canola, castor, soy, camelina, flax, jatropha, mallow, peanuts, tobacco, whey, or a combination thereof. 2. The composition of claim 1, wherein the reactive prepolymer is a polyisocyanate-based prepolymer, an epoxy-based prepolymer, a latex prepolymer, or a combination thereof. 3. A two-part adhesive composition comprising: (a) a first part (Part A) comprising from about 5% to about 90% (w/w) of a reactive prepolymer, wherein the reactive prepolymer is a polyisocyanate-based prepolymer, an epoxy-based prepolymer, or a combination thereof; and(b) a second part (Part B) comprising from about 10% to about 99% (w/w) of an isolated polypeptide composition capable of dispersing the reactive prepolymer in an aqueous medium, wherein the isolated polypeptide composition is derived from corn, wheat, sunflower, cotton, rapeseed, canola, castor, soy, camelina, flax, jatropha, mallow, peanuts, tobacco, whey, or a combination thereof. 4. The composition of claim 1, further comprising a catalyst. 5. An adhesive composition comprising: (a) from about 5% to about 90% (w/w) of a reactive prepolymer selected from the group consisting of an organic polyisocyanate, and a reaction product between an organic polyisocyanate and a polypeptide, a polyol, an amine based polyol, an amine containing compound, a hydroxy containing compound, or a combination thereof;(b) from about 10% to about 99% (w/w) of an isolated polypeptide composition capable of dispersing the reactive prepolymer in an aqueous medium, wherein the isolated polypeptide composition is derived from corn, wheat, sunflower, cotton, rapeseed, canola, castor, soy, camelina, flax, jatropha, mallow, peanuts, tobacco, whey, or a combination thereof; and(c) an optional catalyst. 6. An adhesive composition comprising: (a) from about 5% to about 90% (w/w) of a reactive prepolymer; and(b) from about 10% to about 90% (w/w) of an isolated water-soluble polypeptide composition, wherein the isolated polypeptide composition is derived from corn, wheat, sunflower, cotton, rapeseed, canola, castor, soy, camelina, flax, jatropha, mallow, peanuts, tobacco, whey, or a combination thereof, comprising one or more of the following features: (a) an amide-I absorption band between about 1633 cm−1 and 1680 cm−1, as determined by solid state FTIR;(b) an amide-II band between approximately 1522 cm−1 and 1560 cm−1, as determined by solid state FTIR;(c) two prominent 1° amide N—H stretch absorption bands centered at about 3200 cm−1, and at about 3300 cm−1, as determined by solid state FTIR;(d) a prominent cluster of protonated nitrogen nuclei defined by 15N chemical shift boundaries at about 94 ppm and at about 100 ppm, and 1H chemical shift boundaries at about 7.6 ppm and at about 8.1 ppm, as determined by solution state, two-dimensional proton-nitrogen coupled NMR;(e) an average molecular weight of between about 600 and about 2,500 Daltons;(f) an inability to stabilize an oil-in-water emulsion, wherein, when an aqueous solution comprising 14 parts by weight of protein dissolved or dispersed in 86 parts by weight of water is admixed with 14 parts by weight of PMDI, the aqueous solution and the PMDI produce an unstable suspension that macroscopically phase separates under static conditions within five minutes after mixing. 7. The adhesive of claim 6, further comprising a catalyst. 8. The adhesive of claim 6, wherein the reactive prepolymer is a polyisocyanate-based prepolymer, an epoxy-based prepolymer, a latex-based prepolymer, a latex prepolymer, or a combination thereof. 9. The composition of claim 2, wherein the polyisocyanate-based prepolymer is an organic polyisocyanate; or a reaction product between an organic polyisocyanate and a polypeptide, a polyol, an amine based polyol, an amine containing compound, a hydroxy containing compound, or a combination thereof. 10. The composition of claim 4, wherein the catalyst is a primary amine, a secondary amine, a tertiary amine, an organometallic compound, or a combination thereof. 11. The composition of claim 10, wherein the tertiary amine is diazabicyclooctane (Dabco), triethylamine, dimethyl benzylamine, bis-dimethylaminoethyl ether, tetramethyl guanidine, bis-dimethylaminomethyl phenol, 2,2′-dimorpholinodiethyl ether, 2-(2-dimethylaminoethoxy)-ethanol, 2-dimethylaminoethyl-3-dimethylaminopropyl ether, bis-(2-diaminoethyl)-ether, N,N-dimethyl piperazine, N-(2-hydroxyethoxyethyl)-2-azanorbornane, N,N,N,N-tetramethyl butane-1,3-diamine, N,N,N,N-tetramethyl propane-1,3-diamine, N,N,N,N-tetramethyl hexane-1,6-diamine or a mixture thereof. 12. The composition of claim 10, wherein the tertiary amine is 2,2′-dimorpholinodiethyl ether (DMDEE). 13. The composition of claim 10, wherein the organometallic compound is di-n-octyl tin mercaptide, dibutyl tin maleate, diacetate, dilaurate, dichloride, bis-dodecyl mercaptide, tin(II)acetate, ethyl hexoate and diethyl hexoate, Fe+3 2,4-pentanedionate (FeAcAc), or lead phenyl ethyl dithiocarbamate. 14. The composition of claim 2, wherein the polyisocyanate-based reactive prepolymer is a polymer comprising a terminal reactive isocyanate group. 15. The composition of claim 2, wherein the epoxy-based prepolymer is an epoxide containing compound, or is a reaction product between an epoxy and a polypeptide, a polyol, an amine based polyol, an amine containing compound, a hydroxy containing compound, or a combination thereof. 16. The composition of claim 15, wherein the epoxy is selected from the group consisting of a diglycidyl ether of bisphenol-A, a diglycidyl ether of bisphenol-A alkoxylate, an epoxy novolac resin, expoxidized soy oil, epoxidized linseed oil, epichlorohydrin, a glycidyl ether-type epoxy resin derived from a polyphenol by reaction with epichlorohydrin, and a combination thereof. 17. The composition of claim 9, wherein the polyol is amine alkoxylate, polyoxypropylene glycol, propylene glycol, propane diol, glycerin, or a mixture thereof. 18. The composition of claim 1, wherein the prepolymer is an organic polyisocyanate selected from the group consisting of polymeric diphenylmethane diisocyanate (PMDI), 4,4′-methylenediphenyl, diisocyanate (4,4′-MDI), 2,4-methylenediphenyl, diisocyanate (2,4-MDI), or a combination thereof. 19. The composition of claim 1, wherein the polypeptide composition comprises digested or hydrolyzed protein. 20. The composition of claim 19, wherein the digested protein is an enzyme digested protein. 21. The composition of claim 20, wherein the enzyme is a serine-, leucine-, lysine-, or arginine-specific protease. 22. The composition of claim 1, wherein the aqueous medium is water. 23. The composition of claim 1, wherein the aqueous medium is a water-based solution. 24. The composition of claim 23, wherein the water-based solution further comprises a dispersed or emulsified latex polymer. 25. The composition of claim 1, wherein the polypeptide composition disperses the reactive prepolymer in the aqueous medium to produce a stable dispersion or a stable emulsion. 26. The composition of claim 25, wherein the dispersion or emulsion exhibits substantially no phase separation by visual inspection for at least 5 minutes after mixing the polypeptide composition with the reactive prepolymer. 27. The composition of claim 1, wherein the polypeptide composition disperses oil-in-water or water-in-oil to produce a stable emulsion. 28. The composition of claim 27, wherein the emulsion exhibits substantially no phase separation by visual inspection for at least 5 minutes after mixing the polypeptide composition with the oil. 29. The composition of claim 1, wherein the polypeptide composition comprises one or more of the following features: i. an amide-I absorption band between about 1620 cm−1 and 1632 cm−1 and an amide-II band between approximately 1514 cm−1 and 1521 cm−1, as determined by solid state Fourier Transform Infrared Spectoscopy (FTIR),ii. a prominent 2° amide N—H stretch absorption band centered at about 3272 cm−1, as determined by solid state FTIR,iii. an average molecular weight of between about 600 and about 2,500 Daltons,iv. two protonated nitrogen clusters defined by 15N chemical shift boundaries at about 86.2 ppm and about 87.3 ppm, and 1H chemical shift boundaries at about 7.14 ppm and 7.29 ppm for the first cluster, and 1H chemical shift boundaries at about 6.66 ppm and 6.81 ppm for the second cluster, as determined by solution state, two-dimensional proton-nitrogen coupled NMR, andv. is capable of dispersing an oil-in-water or water-in-oil to produce a homogeneous emulsion that is stable for least 5 minutes. 30. The composition of claim 27, wherein the oil is selected from the group consisting of PMDI, mineral oil, soybean oil, derivatized soybean oil, motor oil, castor oil, derivatized castor oil, dibutyl phthalate, epoxidized soybean oil, corn oil, vegetable oil, caprylic triglyceride, Eucalyptus oil, tributyl o-acetylcitrate, linseed oil, an adipate ester, a sebacate ester, a phthalate ester, and a citrate ester. 31. The composition of claim 1, wherein the polypeptide composition is dispersible, dissolvable or both dispersible and dissolvable in a liquid medium selected from the group consisting of water, an alcohol, vegetable oil, mineral oil, a polyol, a base polyisocyanate, a solvent for a base polyisocyanate, or a combination thereof. 32. The composition of claim 1, wherein the polypeptide composition is dispersible in water and facilitates the dispersion of oil-in-water or water-in-oil. 33. The composition of claim 1, further comprising a latex. 34. The composition of claim 1, further comprising a polyurethane. 35. The composition of claim 3, wherein the adhesive, when cured, comprises from about 1% to about 95% (w/w) of non-volatile moieties of Part A and from about 5% to about 99% (w/w) of non-volatile moieties of Part B. 36. The composition of claim 1, wherein the reactive prepolymer and the polypeptide composition are mixed immediately prior to use. 37. The composition of claim 3, wherein Part A and Part B are mixed immediately prior to use. 38. The composition of claim 1, wherein the adhesive composition is a thermosetting adhesive. 39. The composition of claim 1, wherein the polypeptide composition further comprises residual meal components. 40. The composition of claim 3, wherein the ratio (w/w) of solids in Part B to the prepolymer is in the range from 100:0.1 to 0.1:100. 41. The composition of claim 1, wherein the polypeptide composition comprises a water insoluble polypeptide containing composition. 42. The composition of claim 41, wherein the adhesive further comprises a water-soluble polypeptide composition. 43. The composition of claim 42, wherein the ratio of the water-soluble polypeptide composition to the water-insoluble polypeptide composition ranges from 0:1 to 3:2 (w/w). 44. The composition of claim 42, wherein the weight ratio of the water-insoluble polypeptide composition to the water-soluble polypeptide composition is at least 1:1. 45. A method of bonding a first article to a second article comprising: (a) depositing on a surface of the first article the adhesive composition of claim 1 thereby to create a binding area; and(b) contacting the binding surface with a surface of the second article thereby to bond the first surface to the second surface. 46. The method of claim 45, wherein the first article, the second article or both the first and second articles are lignocellulosic materials, or composite materials containing lignocellulosic material. 47. The method of claim 45, wherein the first article, the second article or both the first and second articles comprise a metal, a resin, a ceramic, a polymer, a glass or a combination thereof. 48. The method of claim 45, wherein the first article, the second article, or both the first article and the second article is a composite. 49. A method of producing a composite material comprising: (a) combining a first article and a second article with the adhesive composition of claim 1 to produce a mixture; and(b) curing the mixture produced by step (a) to produce the composite material. 50. An article produced by the method of claim 45. 51. An article comprising two or more components bonded together using the adhesive composition of claim 1. 52. The article of claim 51, wherein the bonded components are selected from the group consisting of paper, wood, glass, metal, fiberglass, wood fiber, ceramic, ceramic powder, plastic, and a combination thereof. 53. The article of claim 52, wherein the plastic is thermoset plastic. 54. An article produced using the adhesive composition of claim 1. 55. The article of claim 54, wherein the article is a composite. 56. The article of claim 54, wherein the article comprises a lignocellulosic component. 57. The article of claim 54, wherein the article comprises paper, wood, glass, fiberglass, wood fiber, ceramic, ceramic powder, or a combination thereof. 58. The article of claim 54, wherein the adhesive comprises from about 30% to about 70% (w/w) of an organic polyisocyanate. 59. The article of claim 54, wherein the composite is chip board, particle board, fiber board, plywood, laminated veneer lumber, glulam, laminated whole lumber, laminated composite lumber, composite wooden I-beams, medium density fiberboard, high density fiberboard, extruded wood, or fiberglass. 60. The composition of claim 1, wherein the isolated polypeptide composition is derived from corn, wheat, sunflower, cotton, rapeseed, canola, castor, soy, camelina, flax, whey, or a combination thereof.
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