JP2002524627A5 - - Google Patents
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- JP2002524627A5 JP2002524627A5 JP2000570219A JP2000570219A JP2002524627A5 JP 2002524627 A5 JP2002524627 A5 JP 2002524627A5 JP 2000570219 A JP2000570219 A JP 2000570219A JP 2000570219 A JP2000570219 A JP 2000570219A JP 2002524627 A5 JP2002524627 A5 JP 2002524627A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- foam
- reaction
- soybean oil
- copies
- 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.)
- Pending
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- 239000006260 foam Substances 0.000 description 105
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 81
- 239000003549 soybean oil Substances 0.000 description 54
- 238000006243 chemical reaction Methods 0.000 description 45
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 42
- 239000000463 material Substances 0.000 description 41
- 229920005862 polyol Polymers 0.000 description 41
- 150000003077 polyols Chemical class 0.000 description 41
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 33
- 239000000203 mixture Substances 0.000 description 33
- 239000012948 isocyanate Substances 0.000 description 32
- 239000008158 vegetable oil Substances 0.000 description 31
- 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 description 30
- 238000007664 blowing Methods 0.000 description 28
- 239000000047 product Substances 0.000 description 28
- 235000015112 vegetable and seed oil Nutrition 0.000 description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 26
- 239000003054 catalyst Substances 0.000 description 23
- 150000002513 isocyanates Chemical class 0.000 description 23
- 238000004519 manufacturing process Methods 0.000 description 20
- 239000000376 reactant Substances 0.000 description 18
- 235000012424 soybean oil Nutrition 0.000 description 17
- 239000000806 elastomer Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- 239000003208 petroleum Substances 0.000 description 16
- 239000004721 Polyphenylene oxide Substances 0.000 description 15
- 239000003431 cross linking reagent Substances 0.000 description 15
- 229920000570 polyether Polymers 0.000 description 15
- 239000004604 Blowing Agent Substances 0.000 description 13
- 150000003673 urethanes Chemical class 0.000 description 13
- 229920000728 polyester Polymers 0.000 description 12
- 239000004971 Cross linker Substances 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 11
- 239000003921 oil Substances 0.000 description 10
- OWIKHYCFFJSOEH-UHFFFAOYSA-N Isocyanic acid Chemical class N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 9
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical compound N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 9
- 125000005442 diisocyanate group Chemical group 0.000 description 8
- 239000004033 plastic Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- 235000010469 Glycine max Nutrition 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000002407 reforming Methods 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 239000012973 diazabicyclooctane Substances 0.000 description 5
- 239000004088 foaming agent Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 229920002396 Polyurea Polymers 0.000 description 4
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000011800 void material Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000006261 foam material Substances 0.000 description 3
- 239000002808 molecular sieve Substances 0.000 description 3
- 239000003348 petrochemical agent Substances 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 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
- 244000068988 Glycine max Species 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- 108010073771 Soybean Proteins Proteins 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
- 230000001413 cellular effect Effects 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000012343 cottonseed oil Nutrition 0.000 description 2
- 239000002385 cottonseed oil Substances 0.000 description 2
- 238000013461 design Methods 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
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- -1 fatty acid triglycerides Chemical class 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000002984 plastic foam Substances 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229940001941 soy protein Drugs 0.000 description 2
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- DUFKCOQISQKSAV-UHFFFAOYSA-N Polypropylene glycol (m w 1,200-3,000) Chemical compound CC(O)COC(C)CO DUFKCOQISQKSAV-UHFFFAOYSA-N 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 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
- 239000002585 base Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000000828 canola oil Substances 0.000 description 1
- 235000019519 canola oil Nutrition 0.000 description 1
- 229910052799 carbon Inorganic materials 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
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000004132 cross linking Methods 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
- 235000013312 flour 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
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- LADVLFVCTCHOAI-UHFFFAOYSA-N isocyanic acid;toluene Chemical compound N=C=O.CC1=CC=CC=C1 LADVLFVCTCHOAI-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- XMKKFEFYGGWTFR-UHFFFAOYSA-N n,n-dimethyl-1-propyltriazinan-2-amine Chemical compound CCCN1CCCNN1N(C)C XMKKFEFYGGWTFR-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
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 |
|---|---|
| JP2002524627A JP2002524627A (ja) | 2002-08-06 |
| JP2002524627A5 true JP2002524627A5 (https=) | 2006-11-24 |
Family
ID=22550968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000570219A Pending JP2002524627A (ja) | 1998-09-17 | 1999-09-17 | 改良された細胞質材料 |
Country Status (16)
| Country | Link |
|---|---|
| US (8) | US6180686B1 (https=) |
| EP (1) | EP1127086B2 (https=) |
| JP (1) | JP2002524627A (https=) |
| CN (1) | CN1245428C (https=) |
| AT (1) | ATE286929T1 (https=) |
| AU (1) | AU766760B2 (https=) |
| BR (1) | BR9913784B1 (https=) |
| CA (1) | CA2344378C (https=) |
| DE (1) | DE69923210T3 (https=) |
| DK (1) | DK1127086T4 (https=) |
| ES (1) | ES2235516T5 (https=) |
| GT (1) | GT200000029A (https=) |
| MX (1) | MXPA01002680A (https=) |
| PT (1) | PT1127086E (https=) |
| TW (1) | TWI257399B (https=) |
| WO (1) | WO2000015684A1 (https=) |
Families Citing this family (109)
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| 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 |
| 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 |
| US7595094B2 (en) | 1998-09-17 | 2009-09-29 | Urethane Soy Systems, Co. | 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 |
| US20090223620A1 (en) * | 1998-09-17 | 2009-09-10 | Kurth Thomas M | Method of producing a bio-based carpet material |
| US6180686B1 (en) * | 1998-09-17 | 2001-01-30 | Thomas M. Kurth | Cellular plastic material |
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| US8575294B2 (en) * | 2006-09-21 | 2013-11-05 | Thomas M. Garrett | High bio content hybrid natural oil polyols and methods therefor |
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-
1998
- 1998-09-17 US US09/154,340 patent/US6180686B1/en not_active Expired - Lifetime
-
1999
- 1999-09-17 PT PT99946975T patent/PT1127086E/pt unknown
- 1999-09-17 CA CA2344378A patent/CA2344378C/en not_active Expired - Fee Related
- 1999-09-17 JP JP2000570219A patent/JP2002524627A/ja active Pending
- 1999-09-17 DK DK99946975T patent/DK1127086T4/da active
- 1999-09-17 ES ES99946975T patent/ES2235516T5/es not_active Expired - Lifetime
- 1999-09-17 WO PCT/US1999/021511 patent/WO2000015684A1/en not_active Ceased
- 1999-09-17 AU AU59268/99A patent/AU766760B2/en not_active Ceased
- 1999-09-17 MX MXPA01002680A patent/MXPA01002680A/es not_active IP Right Cessation
- 1999-09-17 AT AT99946975T patent/ATE286929T1/de active
- 1999-09-17 EP EP99946975A patent/EP1127086B2/en not_active Expired - Lifetime
- 1999-09-17 CN CNB998122742A patent/CN1245428C/zh not_active Expired - Fee Related
- 1999-09-17 BR BRPI9913784-4A patent/BR9913784B1/pt not_active IP Right Cessation
- 1999-09-17 US US09/646,356 patent/US6465569B1/en not_active Expired - Lifetime
- 1999-09-17 DE DE69923210T patent/DE69923210T3/de not_active Expired - Lifetime
-
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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