CA1163748A - Polyurethanes reticules - Google Patents

Polyurethanes reticules

Info

Publication number: CA1163748A
Authority: CA; Canada
Prior art keywords: hydroxyl groups; groups derived; isocyanurate; molecular weight; ratio
Prior art date: 1979-03-06
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

CA000322866A

Other languages

English (en)

Inventor

Kurt C. Frisch

Daniel M.J. Tummers

Anne Te Nijenhuis

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.)

Stamicarbon BV

Original Assignee

Stamicarbon BV

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.)

1979-03-06

Filing date

1979-03-06

Publication date

1984-03-13

1979-03-06 Application filed by Stamicarbon BV filed Critical Stamicarbon BV

1979-03-06 Priority to CA000322866A priority Critical patent/CA1163748A/fr

1984-03-13 Application granted granted Critical

1984-03-13 Publication of CA1163748A publication Critical patent/CA1163748A/fr

Status Expired legal-status Critical Current

Links

229920002635 polyurethane Polymers 0.000 title claims abstract description 21
239000004814 polyurethane Substances 0.000 title claims abstract description 21
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 52
150000003077 polyols Chemical class 0.000 claims abstract description 43
229920005862 polyol Polymers 0.000 claims abstract description 36
150000002009 diols Chemical class 0.000 claims abstract description 33
150000001875 compounds Chemical class 0.000 claims abstract description 23
239000003054 catalyst Substances 0.000 claims abstract description 14
239000004604 Blowing Agent Substances 0.000 claims abstract description 11
239000005056 polyisocyanate Substances 0.000 claims abstract description 11
229920001228 polyisocyanate Polymers 0.000 claims abstract description 11
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 20
238000000034 method Methods 0.000 claims description 17
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 16
-1 C12 lactones Chemical class 0.000 claims description 13
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
238000006243 chemical reaction Methods 0.000 claims description 7
229920000728 polyester Polymers 0.000 claims description 6
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 4
239000007983 Tris buffer Substances 0.000 claims description 4
229920000578 graft copolymer Polymers 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 2
125000005702 oxyalkylene group Chemical group 0.000 claims description 2
229920000058 polyacrylate Polymers 0.000 claims description 2
150000004072 triols Chemical class 0.000 claims description 2
150000001336 alkenes Chemical class 0.000 claims 1
229920002239 polyacrylonitrile Polymers 0.000 claims 1
229920005830 Polyurethane Foam Polymers 0.000 abstract description 7
239000011496 polyurethane foam Substances 0.000 abstract description 7
239000007787 solid Substances 0.000 abstract description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
229920001971 elastomer Polymers 0.000 description 16
239000000806 elastomer Substances 0.000 description 15
239000000203 mixture Substances 0.000 description 13
229910052757 nitrogen Inorganic materials 0.000 description 12
239000003431 cross linking reagent Substances 0.000 description 10
125000005442 diisocyanate group Chemical group 0.000 description 9
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
239000012948 isocyanate Substances 0.000 description 8
150000002513 isocyanates 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
239000006260 foam Substances 0.000 description 7
229920003225 polyurethane elastomer Polymers 0.000 description 7
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
229910052799 carbon Inorganic materials 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
238000002474 experimental method Methods 0.000 description 6
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
230000001143 conditioned effect Effects 0.000 description 5
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
230000000704 physical effect Effects 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
238000007665 sagging Methods 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
230000032683 aging Effects 0.000 description 4
238000010107 reaction injection moulding Methods 0.000 description 4
238000012360 testing method Methods 0.000 description 4
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
229920002176 Pluracol® Polymers 0.000 description 3
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
239000012975 dibutyltin dilaurate Substances 0.000 description 3
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 3
OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
229920001296 polysiloxane Polymers 0.000 description 2
239000000376 reactant Substances 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
GQSZUUPRBBBHRI-UHFFFAOYSA-N 2,2-dimethylbutane-1,4-diol Chemical compound OCC(C)(C)CCO GQSZUUPRBBBHRI-UHFFFAOYSA-N 0.000 description 1
SNZYOYGFWBZAQY-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;2-methyloxirane Chemical compound CC1CO1.CCC(CO)(CO)CO SNZYOYGFWBZAQY-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
229920005682 EO-PO block copolymer Polymers 0.000 description 1
241000282326 Felis catus Species 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
239000005058 Isophorone diisocyanate Substances 0.000 description 1
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000005266 casting Methods 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
229960002887 deanol Drugs 0.000 description 1
238000007872 degassing Methods 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
238000005187 foaming Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
239000003999 initiator Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
238000000465 moulding Methods 0.000 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
229920000412 polyarylene Polymers 0.000 description 1
229920001610 polycaprolactone Polymers 0.000 description 1
239000004632 polycaprolactone Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229920006389 polyphenyl polymer Polymers 0.000 description 1
229920005604 random copolymer Polymers 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound 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
230000004580 weight loss Effects 0.000 description 1
PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1

Landscapes

Polyurethanes Or Polyureas (AREA)

CA000322866A 1979-03-06 1979-03-06 Polyurethanes reticules Expired CA1163748A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000322866A CA1163748A (fr)	1979-03-06	1979-03-06	Polyurethanes reticules

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000322866A CA1163748A (fr)	1979-03-06	1979-03-06	Polyurethanes reticules

Publications (1)

Publication Number	Publication Date
CA1163748A true CA1163748A (fr)	1984-03-13

Family

ID=4113686

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000322866A Expired CA1163748A (fr)	1979-03-06	1979-03-06	Polyurethanes reticules

Country Status (1)

Country	Link
CA (1)	CA1163748A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2021081662A1 (fr) *	2019-10-30	2021-05-06	Zhongshun Yuan	Synthèse d'acrylate de polyéther à base de cyanurate et d'alcool multifonctionnel pour matériaux durcissables par uv

1979
- 1979-03-06 CA CA000322866A patent/CA1163748A/fr not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2021081662A1 (fr) *	2019-10-30	2021-05-06	Zhongshun Yuan	Synthèse d'acrylate de polyéther à base de cyanurate et d'alcool multifonctionnel pour matériaux durcissables par uv

Legal Events

Date	Code	Title	Description
2001-03-13	MKEX	Expiry

Publication	Publication Date	Title
US4235977A (en)	1980-11-25	Cross-linked polyurethane elastomers and microcellular foams
KR100210563B1 (ko)	1999-07-15	이소시아네이트-말단된 예비중합체 및 이로부터 제조된 가요성 폴리우레탄 발포체
EP0392788B1 (fr)	1997-03-26	Composition d'isocyanate et procédé de préparation de mousses flexibles à partir de celle-ci
EP0732349B1 (fr)	2002-07-24	Résine de polyuréthane thermoplastique
HK1004558B (en)	1998-11-27	Isocyanate composition and process for making flexible foams therefrom
HK1004897B (en)	1998-12-11	An isocyanate-terminated prepolymer and flexible polyurethane foam prepared therefrom
US7307136B2 (en)	2007-12-11	Polyurethane elastomers
CA2014508A1 (fr)	1990-10-14	Compositions de polyirocianates, et utilisation de ces compositions dans la fabrication de mousses en polymere
US5143942A (en)	1992-09-01	Polyurethanes
US5166115A (en)	1992-11-24	Polyurethanes
CA1163748A (fr)	1984-03-13	Polyurethanes reticules
EP0566251B1 (fr)	1997-02-05	Composition de polyisocyanate
CA2092577C (fr)	2003-09-09	Procede pour l'obtention de mousses flexibles
EP0956311A1 (fr)	1999-11-17	Nouveaux polyols et leur utilisation dans la preparation de polyurethane
HK1004561B (en)	1998-11-27	Process for making flexible foams
US5264620A (en)	1993-11-23	Prepolymer compositions derived from liquid methylene bis (phenylisocyanate) and polytetramethylene ether glycol
CA2029504C (fr)	1995-06-06	Compositions de prepolymeres derives de methylene-bis(phenylisocyanate) et d'ether glycolique de polytetramethylene
WO1998033833A1 (fr)	1998-08-06	Nouveaux polyols et leur utilisation dans la preparation de polyurethane
CA2161693A1 (fr)	1994-12-08	Methode pour la preparation de mousses polymeriques flexibles
GB2051838A (en)	1981-01-21	Manufacture of polyurethane foams
HK1005596B (en)	1999-01-15	Polyisocyanate composition

CA1163748A - Polyurethanes reticules - Google Patents

Info

Links

Landscapes

Priority Applications (1)

Applications Claiming Priority (1)

Publications (1)

Family

ID=4113686

Family Applications (1)

Country Status (1)

Cited By (1)

Cited By (1)

Similar Documents

Legal Events