GB1410609A - Polyurethanes - Google Patents
PolyurethanesInfo
- Publication number
- GB1410609A GB1410609A GB5633672A GB5633672A GB1410609A GB 1410609 A GB1410609 A GB 1410609A GB 5633672 A GB5633672 A GB 5633672A GB 5633672 A GB5633672 A GB 5633672A GB 1410609 A GB1410609 A GB 1410609A
- Authority
- GB
- United Kingdom
- Prior art keywords
- organic
- present
- cyclic
- hydroxyl
- polyurethanes
- 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
Links
- 239000004814 polyurethane Substances 0.000 title abstract 3
- 229920002635 polyurethane Polymers 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 3
- RWNKSTSCBHKHTB-UHFFFAOYSA-N Hexachloro-1,3-butadiene Chemical compound ClC(Cl)=C(Cl)C(Cl)=C(Cl)Cl RWNKSTSCBHKHTB-UHFFFAOYSA-N 0.000 abstract 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 2
- 150000001491 aromatic compounds Chemical class 0.000 abstract 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 abstract 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 abstract 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 abstract 1
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- OVXRPXGVKBHGQO-UHFFFAOYSA-N abietic acid methyl ester Natural products C1CC(C(C)C)=CC2=CCC3C(C(=O)OC)(C)CCCC3(C)C21 OVXRPXGVKBHGQO-UHFFFAOYSA-N 0.000 abstract 1
- -1 alkylene glycol Chemical compound 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 238000005266 casting Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000004292 cyclic ethers Chemical class 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 125000005442 diisocyanate group Chemical group 0.000 abstract 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- 229930195729 fatty acid Chemical class 0.000 abstract 1
- 239000000194 fatty acid Chemical class 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 239000010685 fatty oil Chemical class 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- OVXRPXGVKBHGQO-UYWIDEMCSA-N methyl (1r,4ar,4br,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound C1CC(C(C)C)=CC2=CC[C@H]3[C@@](C(=O)OC)(C)CCC[C@]3(C)[C@H]21 OVXRPXGVKBHGQO-UYWIDEMCSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000005677 organic carbonates Chemical class 0.000 abstract 1
- 125000002524 organometallic group Chemical group 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 abstract 1
- 150000003077 polyols Chemical class 0.000 abstract 1
- 230000001737 promoting effect Effects 0.000 abstract 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000003784 tall oil Substances 0.000 abstract 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 abstract 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 abstract 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
- C08G18/08—Processes
- C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
- C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
-
- 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
-
- 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
-
- 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
- C08G18/80—Masked polyisocyanates
- C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
- C08G18/8006—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
- C08G18/8009—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
1410609 Polyurethanes DOW CHEMICAL CO 6 Dec 1972 [7 Dec 1971] 56336/72 Heading C3R Solid, rigid polyurethanes are prepared by reacting (A) a polyol containing 2 hydroxyl groups per molecule and having a hydroxyl equivalent weight of less than 250 with (B) an organic polyisocyanate having an isocyanate functionality of at least 2.5, in the presence of a liquid, (C) having a boiling point of at least 150‹ C. and being selected from aromatic compounds, partially hydrogenated aromatic compounds, organic carbonates, halogenated aliphatic hydrocarbons, hydroxyl containing halogenated aliphatic hydrocarbons, cyclic ethers, fatty acids, fatty oils, esters of carboxylic acids, organic phosphates, organic phosphites, organic phosphonates and cyclic sulphones and (D) an organometallic catalyst for promoting urethane formation, the (A) and (B) components being present so as to provide an NCO/OH ratio of 0.8 : 1 to 1.5 : 1, the (C) component being present in a proportion to provide a reaction mixture the exotherm of which does not raise the temperature above the distortion temperature of the urethane resin and the catalyst (D) present in an amount of 0.01 to 10% of the sum of the weights of (A), (B) and (C). The dihydroxy compound (A) may be an alkylene glycol, diethylene glycol, dipropylene glycol, bisphenol A, resorcinol, catechol, hydroquinone or adducts of such compounds with a vicinal epoxy compound. Suitable polyisocyanates (B) are polymethylene polyphenyl isocyanates and reaction products of an excess of an organic diisocyanate with a polyhydroxyl compound containing 3 to 8 OH groups. Numerous liquids (C) are listed, those exemplified being chloronaphthalene, propylene carbonate, the cyclic tetramer of ethylene oxide, tributyl phosphite, tricresyl phosphate, tall oil, dioctyl phthalate, methyl abietate, dimethyl adipate and hexachlorobutadiene. Conventional catalysts (D) are used. The polyurethaneforming compositions are useful as casting materials.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20569771A | 1971-12-07 | 1971-12-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1410609A true GB1410609A (en) | 1975-10-22 |
Family
ID=22763270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5633672A Expired GB1410609A (en) | 1971-12-07 | 1972-12-06 | Polyurethanes |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS4865299A (en) |
| AR (1) | AR192545A1 (en) |
| BE (1) | BE792409A (en) |
| BR (1) | BR7208592D0 (en) |
| CA (1) | CA1011008A (en) |
| DE (1) | DE2258912A1 (en) |
| ES (1) | ES409292A1 (en) |
| FR (1) | FR2162512B1 (en) |
| GB (1) | GB1410609A (en) |
| IT (1) | IT973882B (en) |
| NL (1) | NL7216340A (en) |
| ZA (1) | ZA728064B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19739191A1 (en) * | 1997-09-08 | 1999-03-11 | Henkel Kgaa | Use of foam-free compositions containing polyurethanes for the production of casting resins and coating compositions |
-
0
- BE BE792409D patent/BE792409A/en unknown
-
1972
- 1972-11-10 CA CA156,228A patent/CA1011008A/en not_active Expired
- 1972-11-14 ZA ZA728064A patent/ZA728064B/en unknown
- 1972-12-01 NL NL7216340A patent/NL7216340A/xx not_active Application Discontinuation
- 1972-12-01 DE DE19722258912 patent/DE2258912A1/en active Pending
- 1972-12-04 ES ES409292A patent/ES409292A1/en not_active Expired
- 1972-12-05 IT IT54470/72A patent/IT973882B/en active
- 1972-12-06 FR FR7243442A patent/FR2162512B1/fr not_active Expired
- 1972-12-06 BR BR8592/72A patent/BR7208592D0/en unknown
- 1972-12-06 GB GB5633672A patent/GB1410609A/en not_active Expired
- 1972-12-06 JP JP47121748A patent/JPS4865299A/ja active Pending
- 1972-12-07 AR AR245564A patent/AR192545A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| BE792409A (en) | 1973-06-07 |
| FR2162512B1 (en) | 1975-01-03 |
| IT973882B (en) | 1974-06-10 |
| ZA728064B (en) | 1973-07-25 |
| JPS4865299A (en) | 1973-09-08 |
| FR2162512A1 (en) | 1973-07-20 |
| CA1011008A (en) | 1977-05-24 |
| NL7216340A (en) | 1973-06-12 |
| AU4898872A (en) | 1974-05-23 |
| BR7208592D0 (en) | 1973-09-13 |
| DE2258912A1 (en) | 1973-06-14 |
| ES409292A1 (en) | 1976-03-16 |
| AR192545A1 (en) | 1973-02-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |