CA2344378C - Improved cellular plastic material - Google Patents
Improved cellular plastic material Download PDFInfo
- Publication number
- CA2344378C CA2344378C CA2344378A CA2344378A CA2344378C CA 2344378 C CA2344378 C CA 2344378C CA 2344378 A CA2344378 A CA 2344378A CA 2344378 A CA2344378 A CA 2344378A CA 2344378 C CA2344378 C CA 2344378C
- Authority
- CA
- Canada
- Prior art keywords
- soy oil
- cross
- linking agent
- cellular
- hydroxyl groups
- 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 - Fee Related
Links
- 239000000463 material Substances 0.000 title claims abstract description 126
- 230000001413 cellular effect Effects 0.000 title claims abstract description 91
- 229920003023 plastic Polymers 0.000 title claims abstract description 18
- 239000004033 plastic Substances 0.000 title claims abstract description 18
- 239000006260 foam Substances 0.000 claims abstract description 104
- 229920005862 polyol Polymers 0.000 claims abstract description 79
- 150000003077 polyols Chemical class 0.000 claims abstract description 78
- 239000012948 isocyanate Substances 0.000 claims abstract description 51
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 51
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 17
- 229920001971 elastomer Polymers 0.000 claims abstract description 17
- 239000000806 elastomer Substances 0.000 claims abstract description 17
- 239000007787 solid Substances 0.000 claims abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 225
- 239000003054 catalyst Substances 0.000 claims description 123
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 106
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims description 99
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 93
- 239000003431 cross linking reagent Substances 0.000 claims description 82
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 61
- 238000000034 method Methods 0.000 claims description 56
- 239000004604 Blowing Agent Substances 0.000 claims description 54
- 125000005442 diisocyanate group Chemical group 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 45
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 36
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims description 35
- 239000003208 petroleum Substances 0.000 claims description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 30
- 239000000047 product Substances 0.000 claims description 25
- -1 dimethylamino-propyl-hexahydrotriazine tertiary amine Chemical class 0.000 claims description 22
- 239000002984 plastic foam Substances 0.000 claims description 21
- 239000012970 tertiary amine catalyst Substances 0.000 claims description 21
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 19
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 19
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 18
- 239000002808 molecular sieve Substances 0.000 claims description 15
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 15
- 239000004094 surface-active agent Substances 0.000 claims description 15
- 229920002396 Polyurea Polymers 0.000 claims description 14
- 150000003512 tertiary amines Chemical group 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical group CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 10
- 238000007664 blowing Methods 0.000 claims description 6
- 229920002635 polyurethane Polymers 0.000 claims description 3
- 239000004814 polyurethane Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000013536 elastomeric material Substances 0.000 claims 22
- 239000006261 foam material Substances 0.000 claims 14
- 230000000704 physical effect Effects 0.000 claims 3
- 210000004027 cell Anatomy 0.000 claims 1
- 210000000497 foam cell Anatomy 0.000 claims 1
- 235000019198 oils Nutrition 0.000 abstract description 85
- 239000003921 oil Substances 0.000 abstract description 84
- 239000004971 Cross linker Substances 0.000 abstract description 57
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract description 34
- 239000008158 vegetable oil Substances 0.000 abstract description 34
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract description 32
- 150000003673 urethanes Chemical class 0.000 abstract description 14
- 238000004519 manufacturing process Methods 0.000 abstract description 10
- 235000010469 Glycine max Nutrition 0.000 description 83
- 239000012973 diazabicyclooctane Substances 0.000 description 62
- 238000006243 chemical reaction Methods 0.000 description 34
- 229940113120 dipropylene glycol Drugs 0.000 description 32
- 239000000376 reactant Substances 0.000 description 17
- 239000004721 Polyphenylene oxide Substances 0.000 description 16
- 229920000570 polyether Polymers 0.000 description 16
- 229920000728 polyester Polymers 0.000 description 14
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 150000004665 fatty acids Chemical class 0.000 description 8
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 6
- 239000000470 constituent Substances 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- DJOWTWWHMWQATC-KYHIUUMWSA-N Karpoxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1(O)C(C)(C)CC(O)CC1(C)O)C=CC=C(/C)C=CC2=C(C)CC(O)CC2(C)C DJOWTWWHMWQATC-KYHIUUMWSA-N 0.000 description 5
- 229920006311 Urethane elastomer Polymers 0.000 description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 230000008569 process Effects 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- 230000001747 exhibiting effect Effects 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 239000011800 void material Substances 0.000 description 4
- 244000068988 Glycine max Species 0.000 description 3
- 108010073771 Soybean Proteins Proteins 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000001056 green pigment Substances 0.000 description 3
- 239000003348 petrochemical agent Substances 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 229940001941 soy protein Drugs 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000004970 Chain extender Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 235000019482 Palm oil Nutrition 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- 239000002385 cottonseed oil Substances 0.000 description 2
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- 239000002540 palm oil Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000010382 chemical cross-linking Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000004619 high density foam Substances 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000008041 oiling agent Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0023—Use of organic additives containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/36—Hydroxylated esters of higher fatty acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Emergency Medicine (AREA)
- Polyurethanes Or Polyureas (AREA)
- Laminated Bodies (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Materials For Medical Uses (AREA)
- Massaging Devices (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/154,340 US6180686B1 (en) | 1998-09-17 | 1998-09-17 | Cellular plastic material |
| US09/154,340 | 1998-09-17 | ||
| PCT/US1999/021511 WO2000015684A1 (en) | 1998-09-17 | 1999-09-17 | Improved cellular plastic material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2344378A1 CA2344378A1 (en) | 2000-03-23 |
| CA2344378C true CA2344378C (en) | 2012-09-04 |
Family
ID=22550968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2344378A Expired - Fee Related CA2344378C (en) | 1998-09-17 | 1999-09-17 | Improved cellular plastic material |
Country Status (16)
| Country | Link |
|---|---|
| US (8) | US6180686B1 (enExample) |
| EP (1) | EP1127086B2 (enExample) |
| JP (1) | JP2002524627A (enExample) |
| CN (1) | CN1245428C (enExample) |
| AT (1) | ATE286929T1 (enExample) |
| AU (1) | AU766760B2 (enExample) |
| BR (1) | BR9913784B1 (enExample) |
| CA (1) | CA2344378C (enExample) |
| DE (1) | DE69923210T3 (enExample) |
| DK (1) | DK1127086T4 (enExample) |
| ES (1) | ES2235516T5 (enExample) |
| GT (1) | GT200000029A (enExample) |
| MX (1) | MXPA01002680A (enExample) |
| PT (1) | PT1127086E (enExample) |
| TW (1) | TWI257399B (enExample) |
| WO (1) | WO2000015684A1 (enExample) |
Families Citing this family (109)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU746647B2 (en) * | 1996-11-15 | 2002-05-02 | Ferring B.V. | Guanylhydrazones useful for treating diseases associated with T cell activation |
| US20090223620A1 (en) * | 1998-09-17 | 2009-09-10 | Kurth Thomas M | Method of producing a bio-based carpet material |
| US7063877B2 (en) * | 1998-09-17 | 2006-06-20 | Urethane Soy Systems Company, Inc. | Bio-based carpet material |
| US20020058774A1 (en) * | 2000-09-06 | 2002-05-16 | Kurth Thomas M. | Transesterified polyol having selectable and increased functionality and urethane material products formed using the polyol |
| US6180686B1 (en) * | 1998-09-17 | 2001-01-30 | Thomas M. Kurth | Cellular plastic material |
| US20030191274A1 (en) * | 2001-10-10 | 2003-10-09 | Kurth Thomas M. | Oxylated vegetable-based polyol having increased functionality and urethane material formed using the polyol |
| US6979477B2 (en) | 2000-09-06 | 2005-12-27 | Urethane Soy Systems Company | Vegetable oil-based coating and method for application |
| US8575226B2 (en) * | 1998-09-17 | 2013-11-05 | Rhino Linings Corporation | Vegetable oil-based coating and method for application |
| US6962636B2 (en) * | 1998-09-17 | 2005-11-08 | Urethane Soy Systems Company, Inc. | Method of producing a bio-based carpet material |
| US20020192456A1 (en) * | 2001-03-15 | 2002-12-19 | Mashburn Larry E. | Carpet backings prepared from vegetable oil-based polyurethanes |
| US20030083394A1 (en) | 2001-06-07 | 2003-05-01 | Clatty Jan L. | Polyurethane foams having improved heat sag and a process for their production |
| CA2472576C (fr) * | 2002-01-11 | 2009-06-23 | Rhodianyl | Utilisation du sulfure de zinc comme agent antiacarien |
| US20030143910A1 (en) * | 2002-01-31 | 2003-07-31 | Mashburn Larry E. | Carpet backings prepared from vegetable oil-based polyurethanes |
| US20100151226A9 (en) * | 2002-03-15 | 2010-06-17 | Mashburn Larry E | Carpet backings prepared from hydroxylated vegetable oil-based polyurethanes |
| EP1620483B1 (en) * | 2003-04-25 | 2008-03-05 | Dow Global Technologies Inc. | Vegetable oil based polyols and process of theirmanufacture |
| CA2469986A1 (en) | 2003-06-06 | 2004-12-06 | Hagen, Hans T., Iii | Insulated stud panel and method of making such |
| US7168216B2 (en) * | 2003-06-06 | 2007-01-30 | Hans T. Hagen, Jr. | Insulated stud panel and method of making such |
| US8293808B2 (en) * | 2003-09-30 | 2012-10-23 | Cargill, Incorporated | Flexible polyurethane foams prepared using modified vegetable oil-based polyols |
| US7211206B2 (en) * | 2004-01-23 | 2007-05-01 | Century-Board Usa Llc | Continuous forming system utilizing up to six endless belts |
| US7763341B2 (en) * | 2004-01-23 | 2010-07-27 | Century-Board Usa, Llc | Filled polymer composite and synthetic building material compositions |
| US20050176839A1 (en) * | 2004-02-10 | 2005-08-11 | Huzeir Lekovic | Low density acoustic foams based on biopolymers |
| US8258198B2 (en) * | 2004-05-28 | 2012-09-04 | Air Products And Chemicals, Inc. | Fast demold/extended cream time polyurethane formulations |
| ATE393791T1 (de) * | 2004-06-10 | 2008-05-15 | Dow Global Technologies Inc | Mittels fettsäureamid-polyole hergestellte polyurethanteppichunterlagen |
| US20050282921A1 (en) * | 2004-06-18 | 2005-12-22 | Ford Global Technologies, Llc | Automotive grade, flexible polyurethane foam and method for making the same |
| AU2005267399A1 (en) | 2004-06-24 | 2006-02-02 | Century-Board Usa, Llc | Continuous forming apparatus for three-dimensional foamed products |
| CA2571214A1 (en) | 2004-06-25 | 2006-02-02 | Pittsburg State University | Modified vegetable oil-based polyols |
| US8501828B2 (en) | 2004-08-11 | 2013-08-06 | Huntsman Petrochemical Llc | Cure rebond binder |
| US7794224B2 (en) | 2004-09-28 | 2010-09-14 | Woodbridge Corporation | Apparatus for the continuous production of plastic composites |
| US20060073322A1 (en) * | 2004-10-01 | 2006-04-06 | Lear Corporation | Low density spray polyurethane for automobile interior applications |
| EP1807460B1 (en) * | 2004-10-25 | 2013-02-13 | Dow Global Technologies LLC | Polyurethane carpet backings made using hydroxymethylated polyester polyols |
| US20080044661A1 (en) * | 2004-12-23 | 2008-02-21 | Hazell David M | Isocyanate Composition Comprising a Vegetable Oil and Composites Therefrom |
| US20060141239A1 (en) * | 2004-12-28 | 2006-06-29 | Gilder Stephen D | Method for making a bonded foam product suitable for use as an underlayment for floor coverings |
| CN101218272A (zh) | 2005-03-03 | 2008-07-09 | 南达科他大豆处理机有限公司 | 采用氧化方法从植物油衍生的新型多元醇 |
| US20060222775A1 (en) * | 2005-03-24 | 2006-10-05 | Lear Corporation | System, method and composition for forming composite sprayed polyurethane skins having a low density expanded polyurethane layer |
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-
1998
- 1998-09-17 US US09/154,340 patent/US6180686B1/en not_active Expired - Lifetime
-
1999
- 1999-09-17 JP JP2000570219A patent/JP2002524627A/ja active Pending
- 1999-09-17 AU AU59268/99A patent/AU766760B2/en not_active Ceased
- 1999-09-17 DE DE69923210T patent/DE69923210T3/de not_active Expired - Lifetime
- 1999-09-17 ES ES99946975T patent/ES2235516T5/es not_active Expired - Lifetime
- 1999-09-17 MX MXPA01002680A patent/MXPA01002680A/es not_active IP Right Cessation
- 1999-09-17 US US09/646,356 patent/US6465569B1/en not_active Expired - Lifetime
- 1999-09-17 PT PT99946975T patent/PT1127086E/pt unknown
- 1999-09-17 DK DK99946975T patent/DK1127086T4/da active
- 1999-09-17 EP EP99946975A patent/EP1127086B2/en not_active Expired - Lifetime
- 1999-09-17 WO PCT/US1999/021511 patent/WO2000015684A1/en not_active Ceased
- 1999-09-17 AT AT99946975T patent/ATE286929T1/de active
- 1999-09-17 BR BRPI9913784-4A patent/BR9913784B1/pt not_active IP Right Cessation
- 1999-09-17 CN CNB998122742A patent/CN1245428C/zh not_active Expired - Fee Related
- 1999-09-17 CA CA2344378A patent/CA2344378C/en not_active Expired - Fee Related
-
2000
- 2000-03-16 GT GT200000029A patent/GT200000029A/es unknown
- 2000-05-15 TW TW089104795A patent/TWI257399B/zh not_active IP Right Cessation
-
2002
- 2002-09-24 US US10/253,252 patent/US6624244B2/en not_active Expired - Fee Related
-
2003
- 2003-08-04 US US10/634,026 patent/US6864296B2/en not_active Expired - Fee Related
- 2003-08-12 US US10/639,109 patent/US6881763B2/en not_active Expired - Fee Related
- 2003-08-12 US US10/639,303 patent/US6867239B2/en not_active Expired - Fee Related
-
2005
- 2005-04-18 US US11/108,368 patent/US20050182228A1/en not_active Abandoned
-
2007
- 2007-10-31 US US11/933,049 patent/US20080051506A1/en not_active Abandoned
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