CA1140695A - Melanges de polyols miscibles avec les fluorocarbones - Google Patents

Melanges de polyols miscibles avec les fluorocarbones

Info

Publication number: CA1140695A
Authority: CA; Canada
Prior art keywords: percent; weight; polyol; blend; mixture
Prior art date: 1979-06-11
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

Application number

CA000351733A

Other languages

English (en)

Inventor

Charles E. Koehler

Thomas R. Mcclellan

Pat L. Murray

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Pharmacia and Upjohn Co

Original Assignee

Upjohn Co

Priority date (The priority date 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 date listed.)

1979-06-11

Filing date

1980-05-12

Publication date

1983-02-01

1980-02-01 Priority claimed from US06/117,436 external-priority patent/US4289858A/en

1980-02-19 Priority claimed from US06/122,029 external-priority patent/US4246364A/en

1980-03-05 Priority claimed from US06/127,478 external-priority patent/US4256802A/en

1980-05-12 Application filed by Upjohn Co filed Critical Upjohn Co

1983-02-01 Application granted granted Critical

1983-02-01 Publication of CA1140695A publication Critical patent/CA1140695A/fr

Status Expired legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 181
229920005862 polyol Polymers 0.000 title claims abstract description 86
-1 amine diols Chemical class 0.000 claims abstract description 155
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims abstract description 93
150000003077 polyols Chemical class 0.000 claims abstract description 67
239000003054 catalyst Substances 0.000 claims abstract description 50
239000004604 Blowing Agent Substances 0.000 claims abstract description 39
238000000034 method Methods 0.000 claims abstract description 32
238000006243 chemical reaction Methods 0.000 claims abstract description 22
238000002360 preparation method Methods 0.000 claims abstract description 21
238000005829 trimerization reaction Methods 0.000 claims abstract description 21
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 84
239000005056 polyisocyanate Substances 0.000 claims description 48
150000002009 diols Chemical class 0.000 claims description 45
229920001228 polyisocyanate Polymers 0.000 claims description 41
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 26
229920000728 polyester Polymers 0.000 claims description 23
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 14
229910052739 hydrogen Inorganic materials 0.000 claims description 12
239000012948 isocyanate Substances 0.000 claims description 12
150000002513 isocyanates Chemical class 0.000 claims description 12
229920000642 polymer Polymers 0.000 claims description 12
230000001413 cellular effect Effects 0.000 claims description 11
229920006389 polyphenyl polymer Polymers 0.000 claims description 11
239000001257 hydrogen Substances 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 8
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
229920005903 polyol mixture Polymers 0.000 claims 3
239000006260 foam Substances 0.000 abstract description 127
239000011495 polyisocyanurate Substances 0.000 abstract description 26
229920000582 polyisocyanurate Polymers 0.000 abstract description 23
239000002671 adjuvant Substances 0.000 abstract description 2
150000001412 amines Chemical class 0.000 description 52
239000004615 ingredient Substances 0.000 description 35
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 21
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 19
239000011162 core material Substances 0.000 description 19
235000014113 dietary fatty acids Nutrition 0.000 description 16
229930195729 fatty acid Natural products 0.000 description 16
239000000194 fatty acid Substances 0.000 description 16
239000000126 substance Substances 0.000 description 16
150000004665 fatty acids Chemical class 0.000 description 15
239000006071 cream Substances 0.000 description 9
239000003760 tallow Substances 0.000 description 9
235000010469 Glycine max Nutrition 0.000 description 8
244000068988 Glycine max Species 0.000 description 8
239000000243 solution Substances 0.000 description 8
239000004094 surface-active agent Substances 0.000 description 8
150000001408 amides Chemical class 0.000 description 7
238000009472 formulation Methods 0.000 description 7
239000000463 material Substances 0.000 description 7
238000002156 mixing Methods 0.000 description 7
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 6
230000009257 reactivity Effects 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
125000000217 alkyl group Chemical group 0.000 description 5
229910052731 fluorine Inorganic materials 0.000 description 5
FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 4
REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 4
125000003342 alkenyl group Chemical group 0.000 description 4
239000000470 constituent Substances 0.000 description 4
150000002431 hydrogen Chemical class 0.000 description 4
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
238000000926 separation method Methods 0.000 description 4
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 3
IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 3
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
229910052794 bromium Inorganic materials 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
239000003240 coconut oil Substances 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
229920005989 resin Polymers 0.000 description 3
239000011347 resin Substances 0.000 description 3
150000003512 tertiary amines Chemical class 0.000 description 3
238000010998 test method Methods 0.000 description 3
101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
235000013162 Cocos nucifera Nutrition 0.000 description 2
244000060011 Cocos nucifera Species 0.000 description 2
MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
229920002176 Pluracol® Polymers 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
229920005830 Polyurethane Foam Polymers 0.000 description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
150000008360 acrylonitriles Chemical class 0.000 description 2
239000000654 additive Substances 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
230000031709 bromination Effects 0.000 description 2
238000005893 bromination reaction Methods 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
238000005660 chlorination reaction Methods 0.000 description 2
229960001701 chloroform Drugs 0.000 description 2
235000019864 coconut oil Nutrition 0.000 description 2
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
235000011187 glycerol Nutrition 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical group 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
238000009413 insulation Methods 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
VXGABWCSZZWXPC-UHFFFAOYSA-N methyl 2-(methylamino)acetate Chemical compound CNCC(=O)OC VXGABWCSZZWXPC-UHFFFAOYSA-N 0.000 description 2
WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
229940059574 pentaerithrityl Drugs 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
230000000704 physical effect Effects 0.000 description 2
229920001281 polyalkylene Polymers 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
229920001296 polysiloxane Polymers 0.000 description 2
239000011496 polyurethane foam Substances 0.000 description 2
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
230000000630 rising effect Effects 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000003549 soybean oil Substances 0.000 description 2
241000894007 species Species 0.000 description 2
239000007858 starting material Substances 0.000 description 2
238000003860 storage Methods 0.000 description 2
150000004072 triols Chemical class 0.000 description 2
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
GQVMHMFBVWSSPF-SOYUKNQTSA-N (4E,6E)-2,6-dimethylocta-2,4,6-triene Chemical compound C\C=C(/C)\C=C\C=C(C)C GQVMHMFBVWSSPF-SOYUKNQTSA-N 0.000 description 1
GOLAKLHPPDDLST-HZJYTTRNSA-N (9z,12z)-octadeca-9,12-dien-1-amine Chemical compound CCCCC\C=C/C\C=C/CCCCCCCCN GOLAKLHPPDDLST-HZJYTTRNSA-N 0.000 description 1
PKZOCMZJRHDECH-PDBXOOCHSA-N (9z,12z,15z)-octadeca-9,12,15-trien-1-amine Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCCN PKZOCMZJRHDECH-PDBXOOCHSA-N 0.000 description 1
QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
OTOLFQXGRCJFQN-UHFFFAOYSA-M 2-hydroxypropyl(trimethyl)azanium;formate Chemical compound [O-]C=O.CC(O)C[N+](C)(C)C OTOLFQXGRCJFQN-UHFFFAOYSA-M 0.000 description 1
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
239000004593 Epoxy Substances 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
101100409194 Rattus norvegicus Ppargc1b gene Proteins 0.000 description 1
108010077895 Sarcosine Proteins 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
125000005529 alkyleneoxy group Chemical group 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000010426 asphalt Substances 0.000 description 1
239000002585 base Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
238000007664 blowing Methods 0.000 description 1
238000009435 building construction Methods 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
GQVMHMFBVWSSPF-UHFFFAOYSA-N cis-alloocimene Natural products CC=C(C)C=CC=C(C)C GQVMHMFBVWSSPF-UHFFFAOYSA-N 0.000 description 1
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
150000001913 cyanates Chemical class 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
125000003493 decenyl group Chemical group [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
229940043276 diisopropanolamine Drugs 0.000 description 1
SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
239000011888 foil Substances 0.000 description 1
JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
230000005484 gravity Effects 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
FLBJFXNAEMSXGL-UHFFFAOYSA-N het anhydride Chemical compound O=C1OC(=O)C2C1C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl FLBJFXNAEMSXGL-UHFFFAOYSA-N 0.000 description 1
SHVBTTRUEDMJTK-UHFFFAOYSA-N hexadec-1-en-1-amine Chemical compound CCCCCCCCCCCCCCC=CN SHVBTTRUEDMJTK-UHFFFAOYSA-N 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000002648 laminated material Substances 0.000 description 1
238000010030 laminating Methods 0.000 description 1
239000007788 liquid Substances 0.000 description 1
125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
HDKLIZDXVUCLHQ-UHFFFAOYSA-N non-3-en-2-one Chemical compound CCCCCC=CC(C)=O HDKLIZDXVUCLHQ-UHFFFAOYSA-N 0.000 description 1
125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920002961 polybutylene succinate Polymers 0.000 description 1
239000004631 polybutylene succinate Substances 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920000921 polyethylene adipate Polymers 0.000 description 1
229920002959 polymer blend Polymers 0.000 description 1
229920000166 polytrimethylene carbonate Polymers 0.000 description 1
235000011056 potassium acetate Nutrition 0.000 description 1
STKSLENNLNGAKS-UHFFFAOYSA-N potassium;2-ethyl-n-phenylhexanamide Chemical compound [K+].CCCCC(CC)C(=O)NC1=CC=CC=C1 STKSLENNLNGAKS-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
229920003987 resole Polymers 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 1
239000000779 smoke Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
235000012424 soybean oil Nutrition 0.000 description 1
239000011493 spray foam Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical group FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
230000004580 weight loss Effects 0.000 description 1
IHPKGUQCSIINRJ-UHFFFAOYSA-N β-ocimene Natural products CC(C)=CCC=C(C)C=C IHPKGUQCSIINRJ-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- 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
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3819—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
- C08G18/3823—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
- C08G18/3825—Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing -N-C=O groups containing amide groups
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5036—Polyethers having heteroatoms other than oxygen having nitrogen containing -N-C=O groups
- C08G18/5039—Polyethers having heteroatoms other than oxygen having nitrogen containing -N-C=O groups containing amide groups
- 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
- C08G2115/00—Oligomerisation
- C08G2115/02—Oligomerisation to isocyanurate groups
- 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
- C08G2350/00—Acoustic or vibration damping material

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyurethanes Or Polyureas (AREA)

CA000351733A 1979-06-11 1980-05-12 Melanges de polyols miscibles avec les fluorocarbones Expired CA1140695A (fr)

Applications Claiming Priority (12)

Application Number	Priority Date	Filing Date	Title
US4701979A	1979-06-11	1979-06-11
US4703679A	1979-06-11	1979-06-11
US4703079A	1979-06-11	1979-06-11
US047,036		1979-06-11
US047,030		1979-06-11
US117,436		1980-02-01
US06/117,436 US4289858A (en)	1979-06-11	1980-02-01	Polyol-fluorocarbon-aminetriol blend and polyisocyanurate foams therefore
US06/122,029 US4246364A (en)	1980-02-19	1980-02-19	Process for polyisocyanurate foams based on an amide-diol blend
US122,029		1980-02-19
US06/127,478 US4256802A (en)	1979-06-11	1980-03-05	Process for polyisocyanurate foams suitable for panels
US127,478		1980-03-05
US047,019		1993-04-16

Publications (1)

Publication Number	Publication Date
CA1140695A true CA1140695A (fr)	1983-02-01

Family

ID=27556549

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000351733A Expired CA1140695A (fr)	1979-06-11	1980-05-12	Melanges de polyols miscibles avec les fluorocarbones

Country Status (10)

Country	Link
AU (1)	AU534921B2 (fr)
BR (1)	BR8003394A (fr)
CA (1)	CA1140695A (fr)
CH (1)	CH653692A5 (fr)
DE (1)	DE3020860A1 (fr)
FR (1)	FR2458562B1 (fr)
GB (2)	GB2058098B (fr)
IT (1)	IT1143179B (fr)
MX (1)	MX156431A (fr)
NL (1)	NL8003378A (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0122648B1 (fr) *	1983-03-17	1987-06-10	Akzo N.V.	Procédé de préparation de mousses d'isocyanurate modifiées par des groupes uréthanes
DE102004042525A1 (de) *	2004-09-02	2006-03-09	Bayer Materialscience Ag	Auf aliphatischen Polyesterpolyolen basierende PUR-/PIR-Hartschaumstoffe
KR102092424B1 (ko) *	2012-04-26	2020-03-23	모멘티브 파포만스 마테리아루즈 쟈판 고도가이샤	폴리우레탄 발포조성물 및 연질 폴리우레탄 폼의 제조방법

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1071457A (en) *	1965-05-04	1967-06-07	Ici Ltd	Improvements in or relating to the manufacture of polyurethanes
DE1745459C3 (de) *	1967-07-29	1979-06-07	Schering Ag, 1000 Berlin Und 4619 Bergkamen	Verfahren zur Herstellung von Amidgruppen, Urethangruppen und gegebenenfalls Harnstoffgruppen enthaltenden Schaumstoffen
DE1248919B (de) *	1967-10-12	1967-08-31	Hermann Joseph Neidhart, Genf-Bernex, Rico Neidhart, Genf (Schweiz)	Verfahren und Vorrichtung zum Zusammenbau von Torsionsfederungselemenien
JPS5415081A (en) *	1977-07-04	1979-02-03	Japan Exlan Co Ltd	Printing of thick acrylic fiber article

1980
- 1980-05-12 CA CA000351733A patent/CA1140695A/fr not_active Expired
- 1980-05-12 GB GB8015681A patent/GB2058098B/en not_active Expired
- 1980-05-22 MX MX182455A patent/MX156431A/es unknown
- 1980-05-30 BR BR8003394A patent/BR8003394A/pt unknown
- 1980-06-02 DE DE19803020860 patent/DE3020860A1/de not_active Withdrawn
- 1980-06-10 FR FR8012874A patent/FR2458562B1/fr not_active Expired
- 1980-06-10 NL NL8003378A patent/NL8003378A/nl not_active Application Discontinuation
- 1980-06-10 IT IT48932/80A patent/IT1143179B/it active
- 1980-06-10 AU AU59177/80A patent/AU534921B2/en not_active Ceased
- 1980-06-10 CH CH4449/80A patent/CH653692A5/de not_active IP Right Cessation
1983
- 1983-01-14 GB GB08300969A patent/GB2122210B/en not_active Expired

Also Published As

Publication number	Publication date
NL8003378A (nl)	1980-12-15
GB2058098A (en)	1981-04-08
AU534921B2 (en)	1984-02-23
AU5917780A (en)	1980-12-18
FR2458562B1 (fr)	1986-02-07
GB8300969D0 (en)	1983-02-16
FR2458562A1 (fr)	1981-01-02
IT1143179B (it)	1986-10-22
BR8003394A (pt)	1980-12-30
MX156431A (es)	1988-08-22
GB2122210A (en)	1984-01-11
IT8048932A0 (it)	1980-06-10
GB2122210B (en)	1984-06-20
GB2058098B (en)	1983-12-07
DE3020860A1 (de)	1980-12-18
CH653692A5 (de)	1986-01-15

Legal Events

Date	Code	Title	Description
2000-02-01	MKEX	Expiry

Publication	Publication Date	Title
US4246364A (en)	1981-01-20	Process for polyisocyanurate foams based on an amide-diol blend
US4101465A (en)	1978-07-18	A cocatalyst system for trimerizing isocyanates
US4595711A (en)	1986-06-17	Aromatic polyester polyols fluorocarbon compatibilized with ethoxylate propoxylate compounds for urethane and isocyanurate foams
KR20000053020A (ko)	2000-08-25	경질 폴리우레탄 발포체
US4339343A (en)	1982-07-13	Novel process and product
EP0104736A2 (fr)	1984-04-04	Mousse de polyuréthane modifiée isocyanurate à faible émission de fumée et procédé pour sa fabrication
US4611083A (en)	1986-09-09	Liquid, urea group-containing polyisocyanate mixtures
US4251639A (en)	1981-02-17	Manufacture of flexible foams
DE69125699T2 (de)	1997-09-04	Harte Polyurethan- und Polyisocyanurat-Schaumstoffe
US4256802A (en)	1981-03-17	Process for polyisocyanurate foams suitable for panels
GB2131014A (en)	1984-06-13	Furan-based compounds and composition thereof
US4369258A (en)	1983-01-18	Polyurethane foam compositions and a process for making same using a melamine polyol
US4742089A (en)	1988-05-03	Rigid polyurethane foam and process for producing the same
US5308882A (en)	1994-05-03	Preparation of polyurethane foam without a tertiary amine catalyst
EP0401787B1 (fr)	1993-12-15	Procédé pour la préparation de mousse rigide de polyuréthane
US4632943A (en)	1986-12-30	Polyurethane foams prepared from alkyl dialkanol amine-containing polyols
DE19500466A1 (de)	1996-07-18	Verfahren zur Herstellung von FCKW-freien Polyurethan-Hartschaumstoffen mit einer verminderten Wärmeleitfähigkeit und ihre Verwendung
US4289858A (en)	1981-09-15	Polyol-fluorocarbon-aminetriol blend and polyisocyanurate foams therefore
US4757094A (en)	1988-07-12	Melamine cured polyurethane foam with improved properties
US5288768A (en)	1994-02-22	Urea-modified isocyanurates
CA1140695A (fr)	1983-02-01	Melanges de polyols miscibles avec les fluorocarbones
US3730923A (en)	1973-05-01	Polyurethane foams derived from tris(beta-hydroxyalkyl)isocyanurate-alkylene oxide adducts
USRE33290E (en)	1990-08-07	Rigid polyurethane foam and process for producing the same
AU631523B2 (en)	1992-12-03	Flame retardant internally cured polyurethane foam having improved properties
CA1065834A (fr)	1979-11-06	Catalyseur et procede pour la preparation de mousses cellulaires rigides de type polyurethane polyisocyanurate modifiee