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US3635848A
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Isocyanurates, polyisocyanurates and polyurethanes and their preparation using as a catalyst a coordination compound of an organic borate ester and an alkali or alkaline earth metal
Assignee: 3M Co
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Filing: 1969-07-10
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Granted: 1972-01-18
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Expires: 1989-07-10
Abstract
Abstract Isocyanates are trimerized, polymerized, or reacted with polyols, in the presence of a new catalyst comprising an organic borate ester and a base metal to produce isocyanurates, polyisocyanurates, urethane-modified polyisocyanurates, or isocyanurate-modified polyurethanes.
Inventors
- 👤 George M Rambosek
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 18:10
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/0014; C08G; C08G18/00; C08G18/02; C08G18/022; C08G18/06; C08G18/08; C08G18/10; C08G18/16; C08G18/22; C08G18/225; C08G18/28; C08G18/30; C08G18/38; C08G18/3802; C08G18/3814; C08G18/3819; C08G18/3823; C08G18/3825; C08G18/3855; C08G18/3857; C08G18/3861; C08K; C08K5/00; C08K5/02; C08K5/16; C08G2110/00; C08G2110/0041; C08G2115/00; C08G2115/02; Y; Y10; Y10S; Y10S521/00; Y10S521/902
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
11 words
The process according to claim 1 wherein said isocyanate is mono-isocyanate.
Claim 2
Dependent Claim
11 words
The process according to claim 1 wherein said isocyanate is polyisocyanate.
Claim 3
Dependent Claim
11 words
The process according to claim 1 wherein said isocyanate is diisocyanate.
Claim 4
Dependent Claim
12 words
The process according to claim 1 wherein said isocyanate is isocyanate prepoLymer.
Claim 5
Dependent Claim
27 words
The process according to claim 1 wherein said isocyanate is in admixture with polyol and is selected from the group consisting of polyisocyanate compounds and isocyanate prepolymers.
Claim 6
Dependent Claim
13 words
The process according to claim 1 wherein said temperature is ambient room temperature.
Claim 7
Dependent Claim
27 words
The process according to claim 1 wherein said ester is an orthoborate of a monohydric or polyhydric alcohol or phenol and said metal is sodium or potassium.
Claim 8
Dependent Claim
45 words
The process according to claim 1 wherein said catalyst is a coordination compound of the formula (B(OR)4) M where R is alkyl, hydroxy-substituted alkyl, ether-substituted alkyl, or alkyl substituted with ether and hydroxy substituents, and M is a cation of sodium, potassium, lithium, or rubidium.
Claim 9
Dependent Claim
15 words
The process according to claim 1 wherein said catalyst has the formula (B(O-CH2CH2-O-CH2CH2-O-CH2CH2-OH)4) Na .
Claim 10
Dependent Claim
34 words
The process according to claim 1, wherein said isocyanate is an isocyanate-capped prepolymer formed by reacting an excess of an aromatic diisocyanate with polyalkylene ether glycol, and said mixture further comprises polyalkylene ether polyol.
Claim 11
Dependent Claim
14 words
The process according to claim 11, wherein said mixture further comprises a blowing agent.
Claim 12
Dependent Claim
13 words
The process according to claim 11, wherein said mixture further comprises a filler.
Claim 13
Dependent Claim
18 words
The process according to claim 11, wherein said mixture further comprises a perfluoroalkyl amine as a foam stabilizer.
Claim 14
Dependent Claim
16 words
The process of claim 14, wherein said perfluoroalkyl amine is selected from the group consisting of
Claim 15
Dependent Claim
18 words
The process according to claim 11, wherein the equivalent NCO/OH ratio of said mixture is 1/1 to 12/1.
Claim 16
Dependent Claim
55 words
A process comprising reacting a mixture of a polyalkylene ether polyol and an NCO-capped prepolymer with a catalytic amount of sodium tetraborate of triethylene ether glycol to produce a polymer having urethane and isocyanurate linkages, said mixture having an NCO/OH equivalent ratio of 1.2/1 to 12/1, said tetraborate having an Na/B atom ratio of 1/1.
Claim 17
Dependent Claim
42 words
A mixture comprising a polyalkylene ether polyol and an NCO-capped prepolymer with a catalytic amount of sodium tetraborate of triethylene ether glycol, said mixture having an equivalent NCO/OH ratio of 1.2/1 to 12/1, said tetraborate having an Na/B atom ratio of 1/1.
Claim 18
Independent Claim
40 words
A method of forming a polyurethane polymer by reacting an organic polyhydroxy compound and organic polyisocyanate with one another which comprises carrying out the reaction in the presence of an alkali metal compound of boron complexed with a polyoxyalkylene polyol.
Claim 19
Dependent Claim
63 words
A catalyst-cured, highly cross-linked polymer of (1) isocyanate consisting essentially of polyisocyanate comprising isocyanate-capped prepolymer of polyalkylene ether polyol or polyester polyol and (2) polyol comprising polyalkylene ether polyol having a molecular weight between about 400 and 5,000, the NCO/OH equivalent ratio of said polyisocyanate and polyol being 1.2/1 to 12/1, said polymer having isocyanate-derived linkages consisting essentially of urethane and isocyanurate linkages.
Claim 20
Dependent Claim
104 words
The polymer of claim 19 in the form of a rigid or flexible foam. 22. A process for making a foamed product, comprising reacting polyoxypropylene polyol and an isocyanate prepolymer based on polyoxypropylene polyol in the presence of a blowing agent, a catalyst comprising a coordination compound of sodium or potassium and a boric acid ester of triethylene ether glycol, said catalyst having a sodium or potassium to boron atom ratio of 2/1 to 1/2, and C8F17SO2N(C2H5)(CH2)2NH(CH2)2NH(CH2)2NH2, the relative amounts of said polyoxypropylene polyol and isocyanate prepolymer reacted being sufficient to provide an NCO/OH equivalent mole ratio in the range of 3/1 to 12/1.
Claim 21
Dependent Claim
40 words
A process comprising mixing an isocyanate with (B(O-CH2CH2-O-CH2CH2-O-CH2CH2OH)4) Na , and subjecting the resulting mixture to a temperature sufficient to form an isocyanurate product, said isocyanate being selected from the group consisting of phenyl isocyanate, toluene diisocyanate, and NCO-capped prepolymer.
Claim 22
Dependent Claim
12 words
The process according to claim 23 wherein said isocyanate is phenyl isocyanate.
Claim 23
Dependent Claim
12 words
The process according to claim 23 wherein said isocyanate is toluene diisocyanate.
Claim 24
Dependent Claim
13 words
The process according to claim 23 wherein said isocyanate is an NCO-capped prepolymer.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-01-17 | 1975-07-19 | 1976-01-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-01-17 | 1979-07-19 | 1980-01-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-01-17 | 1983-07-19 | 1984-01-18 | $7700.00 | Window Closed / Lapsed |