CA1072235A - Carbohydrate thermoset resins - Google Patents
Carbohydrate thermoset resinsInfo
- Publication number
- CA1072235A CA1072235A CA282,856A CA282856A CA1072235A CA 1072235 A CA1072235 A CA 1072235A CA 282856 A CA282856 A CA 282856A CA 1072235 A CA1072235 A CA 1072235A
- Authority
- CA
- Canada
- Prior art keywords
- composition
- carbohydrate
- novolak
- starch
- aminoplast
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001720 carbohydrates Chemical class 0.000 title claims abstract description 23
- 239000004634 thermosetting polymer Substances 0.000 title abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 45
- 229920003986 novolac Polymers 0.000 claims abstract description 43
- 229920005989 resin Polymers 0.000 claims abstract description 38
- 239000011347 resin Substances 0.000 claims abstract description 38
- 238000000465 moulding Methods 0.000 claims abstract description 35
- 229920003180 amino resin Polymers 0.000 claims abstract description 20
- 239000000945 filler Substances 0.000 claims abstract description 8
- 229920002472 Starch Polymers 0.000 claims description 29
- 235000019698 starch Nutrition 0.000 claims description 29
- 239000008107 starch Substances 0.000 claims description 25
- 235000014633 carbohydrates Nutrition 0.000 claims description 20
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 229920001568 phenolic resin Polymers 0.000 claims description 8
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 7
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 7
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 claims description 6
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 claims description 6
- 125000001118 alkylidene group Chemical group 0.000 claims description 4
- 239000000314 lubricant Substances 0.000 claims description 4
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 claims description 4
- 229950005308 oxymethurea Drugs 0.000 claims description 4
- XJBNELXWSXDUFP-UHFFFAOYSA-N 1,1,3-tris(hydroxymethyl)urea Chemical compound OCNC(=O)N(CO)CO XJBNELXWSXDUFP-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 150000007974 melamines Chemical class 0.000 claims description 3
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 claims description 2
- SUPOBRXPULIDDX-UHFFFAOYSA-N [[4-amino-6-(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound NC1=NC(NCO)=NC(NCO)=N1 SUPOBRXPULIDDX-UHFFFAOYSA-N 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims 2
- 150000003672 ureas Chemical class 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 abstract description 18
- 239000003431 cross linking reagent Substances 0.000 abstract description 2
- 239000003086 colorant Substances 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 21
- 239000002023 wood Substances 0.000 description 12
- 235000013312 flour Nutrition 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 9
- 230000004580 weight loss Effects 0.000 description 9
- 229920000877 Melamine resin Polymers 0.000 description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 238000007654 immersion Methods 0.000 description 5
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 4
- 239000008116 calcium stearate Substances 0.000 description 4
- 235000013539 calcium stearate Nutrition 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 229920001187 thermosetting polymer Polymers 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 240000008042 Zea mays Species 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 3
- 239000010425 asbestos Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 3
- 239000000292 calcium oxide Substances 0.000 description 3
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- WAWVVDZFCGONLC-UHFFFAOYSA-M dicalcium octadecanoate oxygen(2-) Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)[O-].[Ca+2].[O-2].[Ca+2] WAWVVDZFCGONLC-UHFFFAOYSA-M 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229910052895 riebeckite Inorganic materials 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- -1 aliphatic aldehydes Chemical class 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- KVFIJIWMDBAGDP-UHFFFAOYSA-N ethylpyrazine Chemical class CCC1=CN=CC=N1 KVFIJIWMDBAGDP-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 240000003183 Manihot esculenta Species 0.000 description 1
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000015505 Sorghum bicolor subsp. bicolor Nutrition 0.000 description 1
- 244000138286 Sorghum saccharatum Species 0.000 description 1
- 235000009430 Thespesia populnea Nutrition 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000010136 thermoset moulding Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L3/00—Compositions of starch, amylose or amylopectin or of their derivatives or degradation products
- C08L3/02—Starch; Degradation products thereof, e.g. dextrin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/34—Condensation polymers of aldehydes or ketones with monomers covered by at least two of the groups C08L61/04, C08L61/18 and C08L61/20
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Mold Materials And Core Materials (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70759976A | 1976-07-22 | 1976-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1072235A true CA1072235A (en) | 1980-02-19 |
Family
ID=24842345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA282,856A Expired CA1072235A (en) | 1976-07-22 | 1977-07-15 | Carbohydrate thermoset resins |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4085075A (enExample) |
| AT (1) | AT358820B (enExample) |
| BE (1) | BE856964A (enExample) |
| CA (1) | CA1072235A (enExample) |
| CH (1) | CH626903A5 (enExample) |
| DE (1) | DE2732990A1 (enExample) |
| ES (1) | ES460910A1 (enExample) |
| FI (1) | FI64608C (enExample) |
| FR (1) | FR2359174A1 (enExample) |
| GB (1) | GB1530559A (enExample) |
| IT (1) | IT1080757B (enExample) |
| MY (1) | MY7900165A (enExample) |
| NL (1) | NL7708040A (enExample) |
| NO (1) | NO147881C (enExample) |
| SE (1) | SE424334B (enExample) |
| ZA (1) | ZA774446B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4273038A (en) * | 1979-01-29 | 1981-06-16 | Dbs, Inc. | Portable transaction log recorder |
| US4339361A (en) * | 1980-07-28 | 1982-07-13 | Fiberglas Canada, Inc. | Phenol-formaldehyde resins extended with carbohydrates for use in binder compositions |
| US4692478A (en) * | 1986-03-14 | 1987-09-08 | Chemical Process Corporation | Process for preparation of resin and resin obtained |
| FR2632312B1 (fr) * | 1988-06-03 | 1992-03-27 | Norsolor Sa | Nouveau procede de durcissement de resines aminoplastes |
| GB8825741D0 (en) * | 1988-11-03 | 1988-12-07 | Scott Bader Co | Colour reduction of phenol formaldehyde resins |
| HU201570B (en) * | 1989-07-31 | 1990-11-28 | Muanyagipari Kutato Intezet | Process for production of plastic basic material biologically decomposable from flour, bran or starch of plant origin |
| CN1093143C (zh) * | 1999-07-06 | 2002-10-23 | 广东榕泰实业股份有限公司 | 高聚氨基复合物 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DD51430A (enExample) * | ||||
| US1886353A (en) * | 1922-04-27 | 1932-11-01 | John Stogdell Stokes | Synthetic resin and method of making same |
| GB432359A (en) * | 1933-01-27 | 1935-07-25 | Wilhelm Kraus | Process for the production of condensation products |
| US2362086A (en) * | 1941-08-26 | 1944-11-07 | Resinous Prod & Chemical Co | Volume stabilized acid absorbing resin |
| US2361438A (en) * | 1942-01-29 | 1944-10-31 | Philip S Turner | Lightweight plastic composition and method |
| US2408065A (en) * | 1943-01-20 | 1946-09-24 | Staley Mfg Co A E | Starch-melamine molding composition |
| US2502520A (en) * | 1946-09-21 | 1950-04-04 | Staley Mfg Co A E | Preparation of molding powder consisting essentially of starch and an aminotriazine-formaldehyde resin |
| US3197435A (en) * | 1962-11-19 | 1965-07-27 | Richardson Co | Composition comprising a novolak and tri (lower alkylidene) hexitol and method of preparation |
| BE791568A (fr) * | 1971-11-22 | 1973-03-16 | Asea Ab | Vernis pour toles d'acier de qualite |
| CA1067226A (en) * | 1974-03-18 | 1979-11-27 | Harland E. Fargo | Production of glass fiber products |
-
1977
- 1977-06-29 US US05/811,396 patent/US4085075A/en not_active Expired - Lifetime
- 1977-07-15 GB GB29856/77A patent/GB1530559A/en not_active Expired
- 1977-07-15 CA CA282,856A patent/CA1072235A/en not_active Expired
- 1977-07-19 NL NL7708040A patent/NL7708040A/xx not_active Application Discontinuation
- 1977-07-20 IT IT25918/77A patent/IT1080757B/it active
- 1977-07-20 BE BE2056097A patent/BE856964A/xx not_active IP Right Cessation
- 1977-07-20 ES ES460910A patent/ES460910A1/es not_active Expired
- 1977-07-21 AT AT528477A patent/AT358820B/de not_active IP Right Cessation
- 1977-07-21 FR FR7722410A patent/FR2359174A1/fr active Granted
- 1977-07-21 DE DE19772732990 patent/DE2732990A1/de not_active Withdrawn
- 1977-07-21 NO NO772601A patent/NO147881C/no unknown
- 1977-07-21 FI FI772248A patent/FI64608C/fi not_active IP Right Cessation
- 1977-07-21 SE SE7707498A patent/SE424334B/xx unknown
- 1977-07-21 CH CH908777A patent/CH626903A5/de not_active IP Right Cessation
- 1977-07-22 ZA ZA00774446A patent/ZA774446B/xx unknown
-
1979
- 1979-12-30 MY MY165/79A patent/MY7900165A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO147881C (no) | 1983-06-29 |
| NO772601L (no) | 1978-01-24 |
| DE2732990A1 (de) | 1978-01-26 |
| MY7900165A (en) | 1979-12-31 |
| ATA528477A (de) | 1980-02-15 |
| SE424334B (sv) | 1982-07-12 |
| FI64608B (fi) | 1983-08-31 |
| FI772248A7 (enExample) | 1978-01-23 |
| GB1530559A (en) | 1978-11-01 |
| FR2359174B1 (enExample) | 1984-05-04 |
| AT358820B (de) | 1980-10-10 |
| ZA774446B (en) | 1978-06-28 |
| SE7707498L (sv) | 1978-01-23 |
| CH626903A5 (enExample) | 1981-12-15 |
| BE856964A (fr) | 1978-01-20 |
| ES460910A1 (es) | 1978-12-01 |
| IT1080757B (it) | 1985-05-16 |
| NL7708040A (nl) | 1978-01-24 |
| FI64608C (fi) | 1983-12-12 |
| NO147881B (no) | 1983-03-21 |
| FR2359174A1 (fr) | 1978-02-17 |
| US4085075A (en) | 1978-04-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |