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US4439550A Expired / Lapsed US ⏱️ 0.0 years remaining

Aromatic polyols made from recycled polyethylene terephthalate waste streams, alkylene glycol and dibasic acid waste streams

Assignee: Dow Chemical Co
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Filing: 1982-11-22
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Granted: 1984-03-27
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Expires: 2002-11-22
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Abstract

Abstract Mixtures of aromatic polyols containing ester functionalities suitable for use as polyol extenders in rigid foams prepared by reacting dibasic acid residues with an alkylene glycol residue, the reaction product of which is reacted with recycled polyethylene terephthalate are described. Surprisingly, the process is non-catalytic. These novel polyols may be blended with conventional polyols to yield excellent rigid foams, thus serving as useful polyol extenders.

Inventors

  • 👤 Michael E. Brennan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 18:05
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/42; C08G18/4205; C08G18/4208; C08G18/4211; C08G18/4216; C08G18/4213; C08G18/65; C08G18/66; C08G18/6633; C08G18/6637; C08G18/6648; C08G18/6655; C08G2110/00; C08G2110/0025; C08G2110/0041; C08G2110/005; C08G2115/00; C08G2115/02; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 85 words
A mixture of aromatic polyols having hydroxyl and ester functionalities for use in preparing rigid foams, being produced by the process comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step.
Claim 2
Dependent Claim 85 words
A mixture of aromatic polyols having hydroxyl and ester functionalities for use in preparing rigid foams, being produced by the process comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step.
Claim 3
Dependent Claim 37 words
The mixture of aromatic polyols of claim 1 in which the alkylene glycol has the formula ##STR4## where R is hydrogen or lower alkyl of 1 to 4 carbon atoms and n is from 1 to 3.
Claim 4
Dependent Claim 17 words
The mixture of polyols of claim 1 in which the alkylene glycol is a glycol waste stream.
Claim 5
Dependent Claim 24 words
The mixture of polyols of claim 1 in which the approximate mole ratio of the reactants polyethylene terephthalate scrap:dibasic acid waste:alkylene glycol is 1:1:2.
Claim 6
Dependent Claim 21 words
The mixture of polyols of claim 1 in which the reactions are conducted at a temperature between 140° to 220° C.
Claim 7
Dependent Claim 22 words
The mixture of polyols of claim 1 in which the average hydroxyl number of the resultant mixture is between 100 and 400.
Claim 8
Dependent Claim 146 words
A mixture of aromatic polyols having hydroxyl and ester functionalities for use in preparing rigid foams, being produced by the process comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids selected from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol waste stream containing alkylene glycols of the formula ##STR5## where R is hydrogen or lower alkyl of 1 to 4 carbon atoms and n is from 1 to 3, to produce a polyester polyol, and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step, such that the reactions are conducted at a temperature between 140° to 220° C. and in which the average hydroxyl number of the resultant polyol mixture is between 100 and 400.
Claim 9
Dependent Claim 146 words
A mixture of aromatic polyols having hydroxyl and ester functionalities for use in preparing rigid foams, being produced by the process comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids selected from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol waste stream containing alkylene glycols of the formula ##STR5## where R is hydrogen or lower alkyl of 1 to 4 carbon atoms and n is from 1 to 3, to produce a polyester polyol, and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step, such that the reactions are conducted at a temperature between 140° to 220° C. and in which the average hydroxyl number of the resultant polyol mixture is between 100 and 400.
Claim 10
Independent Claim 84 words
A method for making a mixture of aromatic polyols having hydroxyl and ester functionalities for use in preparing rigid foams, comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol, and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step.
Claim 11
Independent Claim 84 words
A method for making a mixture of aromatic polyols having hydroxyl and ester functionalities for use in preparing rigid foams, comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol, and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step.
Claim 12
Dependent Claim 43 words
The method of claim 8 in which the alkylene glycol is a glycol waste stream comprising alkylene glycols of the formula ##STR6## where R is hydrogen or lower alkyl of 1 to 4 carbon atoms and n is from 1 to 3, and
Claim 13
Dependent Claim 22 words
The method of claim 8 in which the approximate mole ratio of the reactants recycled polyethylene terephthalate:dibasic acid waste:alkylene glycol is 1:1:2.
Claim 14
Dependent Claim 28 words
The method of claim 8 in which the reactions are conducted at a temperature between 140° and 220° C. and at a pressure between one atmosphere and subatmospheric.
Claim 15
Dependent Claim 20 words
The method of claim 8 in which the average hydroxyl number of the resultant mixture is between 100 and 400.
Claim 16
Dependent Claim 175 words
A rigid polyurethane foam obtained by reacting in the presence of a blowing agent and a catalyst of polyurethane formation an organic polyisocyanate and a polyol blend comprising a. from about 5 to 100 percent by weight of a mixture of aromatic polyols having ester functionalities which is the reaction product from (1) esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol and (2) transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step, and b. from about 95 to 0 percent by weight of a nitrogen-containing polyol which is the reaction product from (1) reacting one mole of phenol or nonylphenol with one to 2 moles of diethanolamine to give a Mannich reaction product and (2) subsequently reacting one mole of the Mannich reaction product with 2 to 3 moles of propylene oxide.
Claim 17
Dependent Claim 175 words
A rigid polyurethane foam obtained by reacting in the presence of a blowing agent and a catalyst of polyurethane formation an organic polyisocyanate and a polyol blend comprising a. from about 5 to 100 percent by weight of a mixture of aromatic polyols having ester functionalities which is the reaction product from (1) esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol and (2) transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step, and b. from about 95 to 0 percent by weight of a nitrogen-containing polyol which is the reaction product from (1) reacting one mole of phenol or nonylphenol with one to 2 moles of diethanolamine to give a Mannich reaction product and (2) subsequently reacting one mole of the Mannich reaction product with 2 to 3 moles of propylene oxide.
Claim 18
Dependent Claim 24 words
The rigid polyurethane foam of claim 13 in which the polyol blend has an average hydroxyl number in the range from 100 to 500.
Claim 19
Dependent Claim 14 words
The rigid polyurethane foam of claim 13 in which the blowing agent is trichlorofluoromethane.
Claim 20
Dependent Claim 107 words
A rigid polyisocyanurate foam which is obtained by reacting in the presence of a blowing agent and a trimerization catalyst of polyisocyanate formation, an organic polyisocyanate and a mixture of aromatic polyols having ester functionalities which is the reaction product of the process comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step.
Claim 21
Dependent Claim 107 words
A rigid polyisocyanurate foam which is obtained by reacting in the presence of a blowing agent and a trimerization catalyst of polyisocyanate formation, an organic polyisocyanate and a mixture of aromatic polyols having ester functionalities which is the reaction product of the process comprising a. esterifying, in the absence of a catalyst, a residue from dibasic acid manufacture which comprises one or more acids from the group consisting of glutaric acid, succinic acid and adipic acid, with an alkylene glycol to produce a polyester polyol and b. transesterifying, in the absence of a catalyst, recycled polyethylene terephthalate with the polyester polyol reaction product from the previous step.
Claim 22
Dependent Claim 26 words
The rigid polyisocyanurate foam of claim 16 in which the mixture of aromatic polyols have an average hydroxyl number in the range of 100 to 400.
Claim 23
Dependent Claim 14 words
The rigid polyisocyanurate foam of claim 16 in which the blowing agent is trichlorofluoromethane.

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-03-27 1987-09-26 1988-03-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-03-27 1991-09-26 1992-03-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-03-27 1995-09-26 1996-03-27 $7700.00 Window Closed / Lapsed

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