CS268814B2 - Method of high-elastic polymers production on base of casein - Google Patents
Method of high-elastic polymers production on base of casein Download PDFInfo
- Publication number
- CS268814B2 CS268814B2 CS862588A CS258886A CS268814B2 CS 268814 B2 CS268814 B2 CS 268814B2 CS 862588 A CS862588 A CS 862588A CS 258886 A CS258886 A CS 258886A CS 268814 B2 CS268814 B2 CS 268814B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- epoxy
- casein
- reaction
- propanol
- glycydol
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000005018 casein Substances 0.000 title claims abstract description 11
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 235000021240 caseins Nutrition 0.000 title claims abstract description 11
- 229920000642 polymer Polymers 0.000 title claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 9
- 239000004593 Epoxy Substances 0.000 claims abstract description 6
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 claims description 11
- -1 alkyl- aryl glycidyl ethers Chemical class 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical group C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical group CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 claims description 2
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 abstract description 13
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004202 carbamide Substances 0.000 abstract description 2
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 abstract description 2
- 150000002170 ethers Chemical class 0.000 abstract 1
- 239000000047 product Substances 0.000 description 12
- 150000001720 carbohydrates Chemical class 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000010985 leather Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QPRMGHKASRLPJP-UHFFFAOYSA-N 12-(5-hydroxy-6-methylpiperidin-2-yl)dodecan-2-one Chemical class CC1NC(CCCCCCCCCCC(C)=O)CCC1O QPRMGHKASRLPJP-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000012460 protein solution Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D189/00—Coating compositions based on proteins; Coating compositions based on derivatives thereof
- C09D189/005—Casein
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H1/00—Macromolecular products derived from proteins
- C08H1/02—Protein-aldehyde condensates
- C08H1/04—Casein-aldehyde condensates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
- Polyethers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL25287385A PL143569B1 (en) | 1985-04-11 | 1985-04-11 | Method of obtaining coat-forming polymers of increased elasticity based on caseine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS258886A2 CS258886A2 (en) | 1989-08-14 |
| CS268814B2 true CS268814B2 (en) | 1990-04-11 |
Family
ID=20026150
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS862588A CS268814B2 (en) | 1985-04-11 | 1986-04-09 | Method of high-elastic polymers production on base of casein |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0199171A3 (pl) |
| CS (1) | CS268814B2 (pl) |
| DD (1) | DD247689A5 (pl) |
| HU (1) | HUT42797A (pl) |
| PL (1) | PL143569B1 (pl) |
| YU (1) | YU56386A (pl) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5494744A (en) * | 1994-10-12 | 1996-02-27 | Kimberly-Clark Corporation | Method of applying a protein coating to a substrate and article thereof |
| BR9607204A (pt) | 1995-03-14 | 1997-11-11 | Kimberly Clark Co | Artigo umedecivel |
| US5858503A (en) * | 1995-10-26 | 1999-01-12 | Kimberly-Clark Worldwide, Inc. | Method of applying chemical charge modifiers to a substrate and article thereof |
| US5855788A (en) * | 1996-02-07 | 1999-01-05 | Kimberly-Clark Worldwide, Inc. | Chemically charged-modified filter for removing particles from a liquid and method thereof |
| US5912194A (en) * | 1996-08-30 | 1999-06-15 | Kimberly Clark Corp. | Permeable liquid flow control material |
| EP0960922A1 (en) * | 1998-05-26 | 1999-12-01 | Aventis Research & Technologies GmbH & Co KG | Method for preparing a protein coating and articles thereof |
| EP0969056A1 (en) * | 1998-05-26 | 2000-01-05 | Aventis Research & Technologies GmbH & Co KG | Method for preparing an improved protein coating and articles thereof |
| US7060798B2 (en) | 2002-05-13 | 2006-06-13 | State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State University | Modified protein adhesives and lignocellulosic composites made from the adhesives |
| US7252735B2 (en) | 2002-05-13 | 2007-08-07 | State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State University | Formaldehyde-free lignocellulosic adhesives and composites made from the adhesives |
| US7265169B2 (en) | 2003-03-20 | 2007-09-04 | State of Oregon Acting by and trhough the State Board of Higher Education on Behalf of Oregon State University | Adhesive compositions and methods of using and making the same |
| CA2458159A1 (en) | 2004-01-22 | 2005-07-22 | The State Of Oregon Acting By And Through The State Board Of Higher Educ Ation On Behalf Of Oregon State University | Formaldehyde-free adhesives and lignocellulosic composites made from the adhesives |
| IT202200010043A1 (it) * | 2022-05-16 | 2023-11-16 | Fgl Int S P A | Formulazione per prodotto di rivestimento |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE574841C (de) * | 1932-05-18 | 1933-10-18 | I G Farbenindustrie Akt Ges | Verfahren zur Darstellung von esterartigen hochmolekularen Umwandlungsprodukten des Caseins |
| US2882250A (en) * | 1955-07-07 | 1959-04-14 | Stauffer Chemical Co | Process for preparing epoxy resin modified proteins and compositions resulting therefrom |
| GB1042195A (en) * | 1962-06-04 | 1966-09-14 | Peter Cooper Corporations | Modified proteinaceous materials and method for making them |
| US4203892A (en) * | 1978-04-17 | 1980-05-20 | The United States Of America As Represented By The Secretary Of Agriculture | Method of protecting proteins for animal feed |
-
1985
- 1985-04-11 PL PL25287385A patent/PL143569B1/pl unknown
-
1986
- 1986-04-07 EP EP86104731A patent/EP0199171A3/en not_active Withdrawn
- 1986-04-09 DD DD28894486A patent/DD247689A5/de unknown
- 1986-04-09 YU YU56386A patent/YU56386A/xx unknown
- 1986-04-09 CS CS862588A patent/CS268814B2/cs unknown
- 1986-04-11 HU HU153986A patent/HUT42797A/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HUT42797A (en) | 1987-08-28 |
| EP0199171A2 (en) | 1986-10-29 |
| PL143569B1 (en) | 1988-02-29 |
| CS258886A2 (en) | 1989-08-14 |
| EP0199171A3 (en) | 1988-03-16 |
| YU56386A (en) | 1987-10-31 |
| PL252873A1 (en) | 1986-11-04 |
| DD247689A5 (de) | 1987-07-15 |
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