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US 2003/0144371 A1Published application
Process for the production of flexible polyurethane foams
AssigneeTosoh Corporation
InventorsHiroyuki Kometani, Yutaka Tamano
Life of this patent
Estimating the term…
Abstract
Flexible polyurethane foams are produced by reacting a polyol and a polyisocyanate in the presence of a catalysts and other auxiliary agents, the process characterized in that a tin-based catalyst is not used. One process includes reacting a polyether polyol containing at least 5% by weight of an oxyethylene group in the chain and having a terminal secondary OH group, a toluene diisocyanate and/or a derivative, and one or more specified imidazole compounds, the process conducted in the absence of a tin-based catalyst.
Claims24
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts, wherein
- (1) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, is used as the polyol,
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate, and
- (3) at least one or two or more members selected from imidazole compounds represented by the following general formula:
- 21
- wherein R1, R2, and R3 independently represent a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a hydroxymethyl group, or a phenyl group;
- and R4 represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, an aminopropyl group, a dimethylaminopropyl group, a benzyl group, a vinyl group, an allyl group, a phenyl group, a cyanoethyl group, or a functional group represented by the following formula:
- 22
- wherein R5 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms;
- and p represents an integer of from 1 to 3,
- are used as the catalysts, and a tin-based catalyst is not used.
7 more elements
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts, wherein
- (1) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, is used as the polyol,
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate, and
- (3) at least one or two or more imidazole compounds selected from the group consisting of 1,2-dimethylimidazole, 1-methylimidazole, 1-n-butyl-2-methylimidazole, 1-isobutyl-2-methylimidazole, 1-(3′-dimethylaminopropyl)-imidazole, 1-(3′-aminopropyl)-2-methylimidazole, 1-(3′-aminopropyl)-imidazole, 1-(2′-hydroxypropyl)-2-methylimidazole, 1-(2′-hydroxyethyl)-imidazole, 1-(2′-hydroxyethyl)-2-methylimidazole, and 1-(2′-hydroxyethyl)-imidazole are used as the catalysts, and a tin-based catalyst is not used.
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts and a blowing agent, wherein
- (1) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof, having a terminal secondary OH group, and having a hydroxyl value of from 33 to 84 mg-KOH/g is used as the polyol,
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate,
- (3) at least one or two or more imidazole compounds selected from the group consisting of 1,2-dimethylimidazole, 1-methylimidazole, 1-n-butyl-2-methylimidazole, 1-isobutyl-2-methylimidazole, 1-(3′-dimethylaminopropyl)-imidazole, 1-(3′-aminopropyl)-2-methylimidazole, 1-(3′-aminopropyl)-imidazole, 1-(2′-hydroxypropyl)-2-methylimidazole, 1-(2′-hydroxyethyl)-imidazole, 1-(2′-hydroxyethyl)-2-methylimidazole, and 1-(2′-hydroxyethyl)-imidazole are used as the catalysts, and a tin-based catalyst is not used, and
- (4) water is used as the blowing agent, and its amount is from 2 to 8 parts by weight per 100 parts by weight of the polyol.
1 more element
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts, wherein
- (1) (A) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, and (B) a polyether polyol having at least 5% by weight (based on the weight of the entire polyol) of a terminal primary OH group, are used in combination as the polyol,
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate,
- (3) one or more members selected from the group consisting of an imidazole compound represented by the following general formula:
- 23
- wherein R1, R2, and R3 independently represent a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, or a phenyl group;
- and R4 represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a benzyl group, a vinyl group, an allyl group, a phenyl group, or a cyanoethyl group,
- triethylenediamine, and N-methyl-N′-(2-dimethylaminoethyl)piperazine are used as the catalysts, and
- (4) a tin-based catalysts is not used.
5 more elements
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts, wherein
- (1) (A) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, and (B) a polyether polyol having at least 5% by weight (based on the weight of the entire polyol) of a terminal primary OH group, are used in combination as the polyol,
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate,
- (3) one or more imidazole compounds selected from the group consisting of 1,2-dimethylimidazole, 1-methylimidazole, 1-n-butyl-2-methylimidazole, and 1-iso-butyl-2-methylimidazole are used as the catalysts, and
- (4) a tin-based catalysts is not used.
1 more element
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts and a blowing agent, wherein
- (1) (A) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, and (B) a polyether polyol having at least 5% by weight (based on the weight of the entire polyol) of a terminal primary OH group, are used in combination as the polyol, wherein a ratio of the polyether polyol (A) to the polyether polyol (B) is from 10/90 to 90/10 on a weight basis
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate,
- (3) one or more imidazole compounds selected from the group consisting of 1,2-dimethylimidazole, 1-methylimidazole, 1-n-butyl-2-methylimidazole, triethylenediamine and N-methyl-N′-(2-dimethylaminoethyl)piperazine, are used as the catalysts, and a tin-based catalyst is not used, and
- (4) water is used as the blowing agent, and its amount is from 0.5 to 8 parts by weight per 100 parts by weight of the polyol.
1 more element
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts, wherein
- (1) (A) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, and (B) a polyether polyol having at least 5% by weight (based on the weight of the entire polyol) of a terminal primary OH group, are used in combination as the polyol,
- (2) toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate, (3) one or more members selected from the group consisting of a compound represented by the following general formula (1):
- 24
- wherein R1, R2, and R3 independently represent a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, a hydroxalkyl group, a phenyl group, a benzyl group, a vinyl group, an allyl group, or a cyanoethyl group;
- and R4 represents an amino propyl group, a dimethylaminopropyl group, or a substituent represented by the following formula:
- 25
- wherein R5 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms;
- and p represents an integer of from 1 to 3,
- a compound represented by the following general formula (2):
- 26
- wherein R6 and R7 independently represent an alkyl group having from 1 to 4 carbon atoms, a dimethylaminopropyl group, or a diethylaminopropyl group, and R6 and R7, may be bound to each other directly or via a nitrogen atom or an oxygen atom to form a cyclic structure;
- and R8 represents an alkylene group having from 2 to 16 carbon atoms,
- a compound represented by the following general formula (3):
- 27
- wherein R9 and R10 independently represent an alkyl group having from 1 to 4 carbon atoms, a dimethylaminopropyl group, or a diethylaminopropyl group, and R9 and R10 may be bound to each other directly or via a nitrogen atom or an oxygen atom to form a cyclic structure;
- R11 represents an alkylene group having from 3 to 16 carbon atoms;
- R12 represents an alkylene group having from 2 to 3 carbon atoms;
- m1 represents an integer of from 0 to 2;
- and R13 represents an alkyl group having from 1 to 4 carbon atoms or a substituent represented by the following formula:
- —(—R12-O)m1—R12-OH
- wherein R12 and m1 are the same as defined above,
- a compound represented by the following general formula (4):
- 28
- wherein R14 and R15 independently represent an alkyl group having from 1 to 4 carbon atoms, a dimethylaminopropyl group, or a diethylaminopropyl group, and R14 and R15 may be bound to each other directly or via a nitrogen atom or an oxygen atom to form a cyclic structure;
- and R16 represents an alkylene group having from 3 to 16 carbon atoms,
- a compound represented by the following general formula (5):
- 29
- wherein R17, R18, and R19 independently represent an alkyl group having from 1 to 4 carbon atoms;
- R20 represents a hydrogen atom or a methyl group;
- and m2 represents an integer of from 1 to 3, and
- a compound represented by the following general formula (6):
- 30
- wherein R21, R22, and R23 independently represent an alkyl group having from 1 to 4 carbon atoms;
- R24 represents a hydrogen atom or a methyl group;
- and m3 and n independently represent an integer of from 1 to 3,
- are used as the catalysts, and
- (4) a tin-based catalysts is not used.
34 more elements
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts, wherein
- (1) (A) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, and (B) a polyether polyol having at least 5% by weight (based on the weight of the entire polyol) of a terminal primary OH group, are used in combination as the polyol,
- (2) toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate, (3) one or more compounds selected from the group consisting of 1-(3′-amino-propyl)-2-methylimidazole, 1-(3′-aminopropyl)-imidazole, 1-(2′-hydroxypropyl)-2-methylimidazole, 1-(2′-hydroxypropyl)-imidazole, 1-(2′-hydroxyethyl)-imidazole, 1-(2′-hydroxyethyl)-2-methylimidazole, N,N-dimethylpropanediamine, N,N-dimethyl-N′,N′-bis(hydroxyethyl)propanediamine, N,N-dimethyl-N′,N′-bis(2-hydroxypropyl)propanediamine, N,N-dimethyl-1-hexanol-amine, N-(2-hydroxypropyl)-N,N′,N″,N″-tetramethyldiethylenetriamine, 2-((2-(2-di-methylaminoethoxy)ethyl)methylamino)ethanol, and 1-((2-(2-dimethylamino)ethoxy)-ethyl)methylamino)-2-propanol are used as the catalysts, and
- (4) a tin-based catalyst is not used.
A process of producing flexible polyurethane foams comprising reacting a polyol and a polyisocyanate in the presence of catalysts and a blowing agent, wherein
- (1) (A) a polyether polyol containing at least 5% by weight (based on the weight of the entire polyol) of an oxyethylene group in the chain thereof and having a terminal secondary OH group, and (B) a polyether polyol having at least 5% by weight (based on the weight of the entire polyol) of a terminal primary OH group, are used in combination as the polyol, wherein a ratio of the polyether polyol (A) to the polyether polyol (B) is from 10/90 to 90/10 on a weight basis
- (2) a toluene diisocyanate and/or a derivative thereof is used as the polyisocyanate,
- (3) one or more compounds selected from the group consisting of 1-(3′-aminopropyl)-2-methylimidazole, 1-(3′-aminopropyl)-imidazole, 1-(2′-hydroxypropyl)-2-methylimidazole, 1-(2′-hydroxypropyl)-imidazole, 1-(2′-hydroxyethyl)-imidazole, 1-(2′-hydroxyethyl)-2-methylimidazole, N,N-dimethylpropanediamine, N,N-dimethyl-N′,N′-bis(hydroxyethyl)propanediamine, N,N-dimethyl-N′,N′-bis(2-hydroxypropyl)propanediamine, N,N-dimethyl-1-hexanolamine, N-(2-hydroxypropyl)-N,N′,N″,N″-tetramethyldiethylenetriamine, 2-((2-(2-dimethylaminoethoxy)ethyl)methylamino)ethanol, and 1-((2-(2-dimethylamino)ethoxy)ethyl)methylamino)-2-propanol are used as the catalysts, and a tin-based catalyst is not used, and
- (4) water is used as the blowing agent, and its amount is from 0.5 to 8 parts by weight per 100 parts by weight of the polyol.
1 more element
Dependencies are inferred from the claim text.