CA1101416A - Traduction non-disponible - Google Patents

Traduction non-disponible

Info

Publication number: CA1101416A
Authority: CA; Canada
Prior art keywords: integer; molecular weight; bonded; carbon atoms; terminal carbon
Prior art date: 1976-05-24
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

CA276,500A

Other languages

English (en)

Inventor

Harold G. Waddill

Robert L. Zimmerman

Heinz Schulze

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.)

Texaco Development Corp

Original Assignee

Texaco Development Corp

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.)

1976-05-24

Filing date

1977-04-19

Publication date

1981-05-19

1977-04-19 Application filed by Texaco Development Corp filed Critical Texaco Development Corp

1981-05-19 Application granted granted Critical

1981-05-19 Publication of CA1101416A publication Critical patent/CA1101416A/fr

Status Expired legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 15
238000000034 method Methods 0.000 title claims description 43
238000002360 preparation method Methods 0.000 title description 4
-1 Alkali metal salts Chemical class 0.000 claims abstract description 27
239000003795 chemical substances by application Substances 0.000 claims abstract description 22
239000006260 foam Substances 0.000 claims abstract description 22
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims abstract description 15
229910052783 alkali metal Inorganic materials 0.000 claims abstract description 12
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 4
239000000203 mixture Substances 0.000 claims description 32
239000000047 product Substances 0.000 claims description 32
125000004432 carbon atom Chemical group C* 0.000 claims description 25
125000004433 nitrogen atom Chemical group N* 0.000 claims description 25
239000003822 epoxy resin Substances 0.000 claims description 21
229920000647 polyepoxide Polymers 0.000 claims description 21
229920005862 polyol Polymers 0.000 claims description 16
150000003077 polyols Chemical class 0.000 claims description 16
239000011541 reaction mixture Substances 0.000 claims description 16
239000002253 acid Substances 0.000 claims description 15
150000004985 diamines Chemical class 0.000 claims description 14
238000006243 chemical reaction Methods 0.000 claims description 13
238000009472 formulation Methods 0.000 claims description 12
239000012948 isocyanate Substances 0.000 claims description 12
150000002513 isocyanates Chemical class 0.000 claims description 12
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 10
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 10
229920000768 polyamine Polymers 0.000 claims description 10
229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 9
239000002585 base Substances 0.000 claims description 8
150000001735 carboxylic acids Chemical class 0.000 claims description 6
150000001768 cations Chemical group 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000004604 Blowing Agent Substances 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 5
150000001412 amines Chemical class 0.000 claims description 4
CWNNYYIZGGDCHS-UHFFFAOYSA-N 2-methylideneglutaric acid Chemical compound OC(=O)CCC(=C)C(O)=O CWNNYYIZGGDCHS-UHFFFAOYSA-N 0.000 claims description 3
GQXRTXAQSDUAEY-UHFFFAOYSA-N 2-methylidenehexanedioic acid Chemical compound OC(=O)CCCC(=C)C(O)=O GQXRTXAQSDUAEY-UHFFFAOYSA-N 0.000 claims description 3
239000007795 chemical reaction product Substances 0.000 claims description 3
150000001340 alkali metals Chemical class 0.000 claims 5
229920000582 polyisocyanurate Polymers 0.000 claims 2
239000011495 polyisocyanurate Substances 0.000 claims 2
150000003863 ammonium salts Chemical class 0.000 claims 1
229920001281 polyalkylene Polymers 0.000 claims 1
239000004593 Epoxy Substances 0.000 abstract description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 10
239000000126 substance Substances 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 9
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
239000007788 liquid Substances 0.000 description 9
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 9
238000005266 casting Methods 0.000 description 8
239000006071 cream Substances 0.000 description 8
150000003839 salts Chemical class 0.000 description 7
239000000243 solution Substances 0.000 description 7
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
230000014759 maintenance of location Effects 0.000 description 6
229920000728 polyester Polymers 0.000 description 6
229920001451 polypropylene glycol Polymers 0.000 description 6
229920005989 resin Polymers 0.000 description 5
239000011347 resin Substances 0.000 description 5
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
239000007859 condensation product Substances 0.000 description 4
238000010992 reflux Methods 0.000 description 4
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
229910052782 aluminium Inorganic materials 0.000 description 3
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
235000019445 benzyl alcohol Nutrition 0.000 description 3
238000001816 cooling Methods 0.000 description 3
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
238000007654 immersion Methods 0.000 description 3
238000002156 mixing Methods 0.000 description 3
229920000570 polyether Polymers 0.000 description 3
229920001223 polyethylene glycol Polymers 0.000 description 3
239000005056 polyisocyanate Substances 0.000 description 3
150000003141 primary amines Chemical class 0.000 description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
239000011734 sodium Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-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
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
150000004982 aromatic amines Chemical class 0.000 description 2
238000010533 azeotropic distillation Methods 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
239000004359 castor oil Substances 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
239000004205 dimethyl polysiloxane Substances 0.000 description 2
235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
KCIDZIIHRGYJAE-YGFYJFDDSA-L dipotassium;[(2r,3r,4s,5r,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate Chemical class [K+].[K+].OC[C@H]1O[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](O)[C@H]1O KCIDZIIHRGYJAE-YGFYJFDDSA-L 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
239000000463 material Substances 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
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
229920001228 polyisocyanate Polymers 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
229910052700 potassium Inorganic materials 0.000 description 2
239000011591 potassium Substances 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000008096 xylene Substances 0.000 description 2
NGZXDRGWBULKFA-NSOVKSMOSA-N (+)-Bebeerine Chemical compound C([C@@H]1N(C)CCC=2C=C(C(=C(OC3=CC=C(C=C3)C[C@H]3C=4C=C(C(=CC=4CCN3C)OC)O3)C=21)O)OC)C1=CC=C(O)C3=C1 NGZXDRGWBULKFA-NSOVKSMOSA-N 0.000 description 1
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical compound CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 1
YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
IMWZZHHPURKASS-UHFFFAOYSA-N Metaxalone Chemical compound CC1=CC(C)=CC(OCC2OC(=O)NC2)=C1 IMWZZHHPURKASS-UHFFFAOYSA-N 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
238000013019 agitation Methods 0.000 description 1
239000003513 alkali Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
159000000032 aromatic acids Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000004841 bisphenol A epoxy resin Substances 0.000 description 1
229940106691 bisphenol a Drugs 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
235000019438 castor oil Nutrition 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
AFYPFACVUDMOHA-UHFFFAOYSA-N chlorotrifluoromethane Chemical compound FC(F)(F)Cl AFYPFACVUDMOHA-UHFFFAOYSA-N 0.000 description 1
238000000576 coating method Methods 0.000 description 1
239000012612 commercial material Substances 0.000 description 1
238000006482 condensation reaction Methods 0.000 description 1
230000000994 depressogenic effect Effects 0.000 description 1
230000002542 deteriorative effect Effects 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000003063 flame retardant Substances 0.000 description 1
230000009969 flowable effect Effects 0.000 description 1
DYDNPESBYVVLBO-UHFFFAOYSA-N formanilide Chemical compound O=CNC1=CC=CC=C1 DYDNPESBYVVLBO-UHFFFAOYSA-N 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical class CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 1
238000007689 inspection Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
229960005419 nitrogen Drugs 0.000 description 1
239000003921 oil Substances 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
125000005702 oxyalkylene group Chemical group 0.000 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
229920001515 polyalkylene glycol Polymers 0.000 description 1
229920006149 polyester-amide block copolymer Polymers 0.000 description 1
229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
ZUFQCVZBBNZMKD-UHFFFAOYSA-M potassium 2-ethylhexanoate Chemical compound [K+].CCCCC(CC)C([O-])=O ZUFQCVZBBNZMKD-UHFFFAOYSA-M 0.000 description 1
230000036647 reaction Effects 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
239000012266 salt solution Substances 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
150000003673 urethanes Chemical class 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/225—Catalysts containing metal compounds of alkali or alkaline earth metals
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- 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

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Polyurethanes Or Polyureas (AREA)
Compositions Of Macromolecular Compounds (AREA)
Polyethers (AREA)
Epoxy Resins (AREA)

CA276,500A 1976-05-24 1977-04-19 Traduction non-disponible Expired CA1101416A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US68940976A	1976-05-24	1976-05-24
US689,409		1976-05-24

Publications (1)

Publication Number	Publication Date
CA1101416A true CA1101416A (fr)	1981-05-19

Family

ID=24768326

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA276,500A Expired CA1101416A (fr)	1976-05-24	1977-04-19	Traduction non-disponible

Country Status (6)

Country	Link
JP (1)	JPS537799A (fr)
BE (1)	BE853555A (fr)
CA (1)	CA1101416A (fr)
DE (1)	DE2721626A1 (fr)
FR (1)	FR2352850A1 (fr)
GB (1)	GB1578821A (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4235811A (en) *	1979-04-02	1980-11-25	Texaco Development Corp.	Compounds from aminated alkoxylated aliphatic alcohol
EP0020293B1 (fr) *	1979-04-27	1984-05-23	Ciba-Geigy Ag	Stabilisateurs, procédé pour leur préparation et compositions qui les contiennent
JPS56152470U (fr) *	1980-04-15	1981-11-14
JPS5725316A (en) *	1980-07-22	1982-02-10	Inoue Mtp Co Ltd	Production of organic polyisocyanate polymer
JPS5736115A (en) *	1980-08-12	1982-02-26	Mitsui Tekisako Chem Kk	Curing agent composition for polyurethane
JPS5766477A (en) *	1980-10-13	1982-04-22	Tokyo Shibaura Electric Co	Video display unit
JPS5789380A (en) *	1980-11-25	1982-06-03	Olympus Optical Co Ltd	Television picture photographic device
CA1256092A (fr) *	1985-12-20	1989-06-20	Borg-Warner Chemicals, Inc.	Poly(oxyalcoylene) termine par un acide aminocarboxylique et methode de preparation
DE102009030412A1 (de) *	2009-06-25	2010-12-30	Clariant International Ltd.	Polyalkylenglykol basierende Etherpyrrolidoncarbonsäuren und Konzentrate zur Herstellung synthetischer Kühlschmierstoffe, die diese enthalten

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2993021A (en) *	1955-12-12	1961-07-18	Pfizer & Co C	Plastic composition comprising a vinyl resin and a bis-nu-substituted pyrrolidinone

1977
- 1977-03-04 GB GB9137/77A patent/GB1578821A/en not_active Expired
- 1977-04-08 FR FR7710724A patent/FR2352850A1/fr not_active Withdrawn
- 1977-04-13 BE BE176684A patent/BE853555A/fr unknown
- 1977-04-19 CA CA276,500A patent/CA1101416A/fr not_active Expired
- 1977-05-13 DE DE19772721626 patent/DE2721626A1/de not_active Withdrawn
- 1977-05-20 JP JP5776777A patent/JPS537799A/ja active Pending

Also Published As

Publication number	Publication date
JPS537799A (en)	1978-01-24
BE853555A (fr)	1977-10-13
DE2721626A1 (de)	1977-12-15
GB1578821A (en)	1980-11-12
FR2352850A1 (fr)	1977-12-23

Legal Events

Date	Code	Title	Description
1998-05-19	MKEX	Expiry

Publication	Publication Date	Title
US2830038A (en)	1958-04-08	Poly (polyalkylene ether urethane) polymers containing terminal epoxide groups
US4581470A (en)	1986-04-08	Novel polyols and uses thereof
US4126742A (en)	1978-11-21	High-modulus polyisocyanurate elastomers
KR900003467B1 (ko)	1990-05-19	경질 폴리우레탄 발포체의 제조방법 및 이의 전구체 조성물
CA1101416A (fr)	1981-05-19	Traduction non-disponible
US4126741A (en)	1978-11-21	High-modulus polyisocyanurate elastomers
GB2131014A (en)	1984-06-13	Furan-based compounds and composition thereof
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