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US4282387A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing polyols

Assignee: Dow Chemical Co
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Filing: 1979-12-26
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Granted: 1981-08-04
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Expires: 1999-12-26
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Abstract

Abstract The invention describes an improved process for preparing polyols by reacting a mono-epoxy compound such as propylene oxide with a hydroxyl-containing initiator compound such as glycerine in the presence of a catalyst, the improvement being that the catalyst is added in the form of a calcium, strontium or barium salt of an organic acid such as acetic acid. Polyols prepared by this process can be employed to prepare polyurethanes without removing the catalyst.

Inventors

  • 👤 Franciszek Olstowski
  • 👤 John L. Nafziger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 21:44
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/4866; C08G65/00; C08G65/02; C08G65/26; C08G65/2642; C08G65/2645; C08G65/2651

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 92 words
In a process for preparing active hydrogen-containing polymers having hydroxyl equivalent weights from about 50 to about 12,500 by reacting a mono-epoxy-containing compound with a compound containing at least one active hydrogen in the presence of a catalytic quantity of a catalyst, and in the absence of a solvent or diluent other than the reactants and reaction products; the improvement wherein the catalyst is added in the form of an organic carboxylic acid salt of calcium, barium, strontium, or mixture thereof and wherein said organic acid has at least 2 carbon atoms.
Claim 2
Dependent Claim 92 words
In a process for preparing active hydrogen-containing polymers having hydroxyl equivalent weights from about 50 to about 12,500 by reacting a mono-epoxy-containing compound with a compound containing at least one active hydrogen in the presence of a catalytic quantity of a catalyst, and in the absence of a solvent or diluent other than the reactants and reaction products; the improvement wherein the catalyst is added in the form of an organic carboxylic acid salt of calcium, barium, strontium, or mixture thereof and wherein said organic acid has at least 2 carbon atoms.
Claim 3
Dependent Claim 47 words
The process of claim 1 wherein the active hydrogen-containing compound is an aliphatic hydroxyl-containing compound having from 1 to about 8 hydroxyl groups and from 1 to about 18 carbon atoms, and the epoxy compound is an alkylene oxide having from 2 to about 4 carbon atoms.
Claim 4
Dependent Claim 22 words
The process of claim 2 wherein said organic carboxylic acid has from about 6 to about 22 carbon atoms or mixtures thereof.
Claim 5
Dependent Claim 28 words
The process of claim 2 wherein the organic carboxylic acid salt is an acetate, propionate, benzoate, naphthenate, octanoate, neodecanoate, stearate or mixture of any two or more thereof.
Claim 6
Dependent Claim 145 words
In a process for preparing polymers containing active hydrogen atoms in the form of hydroxyl groups and having hydroxyl equivalent weights from about 50 to about 12,500 by reacting a compound having at least one active hydrogen atom with a mono-epoxy-containing compound in the presence of a catalytic quantity of catalyst and in the absence of a solvent or diluent other than the reactants or reaction products, followed by the removal and/or neutralization of the catalyst; the improvement which comprises adding the catalyst in the form of the calcium, barium or strontium salt of an organic carboxylic acid having at least 2 carbon atoms or mixture thereof and in a catalytic quantity such that the quantity of calcium, barium, strontium or mixture thereof in the resultant reaction product is less than about 5000 ppm, thereby eliminating the necessity of the catalyst removal and/or neutralization step.
Claim 7
Dependent Claim 145 words
In a process for preparing polymers containing active hydrogen atoms in the form of hydroxyl groups and having hydroxyl equivalent weights from about 50 to about 12,500 by reacting a compound having at least one active hydrogen atom with a mono-epoxy-containing compound in the presence of a catalytic quantity of catalyst and in the absence of a solvent or diluent other than the reactants or reaction products, followed by the removal and/or neutralization of the catalyst; the improvement which comprises adding the catalyst in the form of the calcium, barium or strontium salt of an organic carboxylic acid having at least 2 carbon atoms or mixture thereof and in a catalytic quantity such that the quantity of calcium, barium, strontium or mixture thereof in the resultant reaction product is less than about 5000 ppm, thereby eliminating the necessity of the catalyst removal and/or neutralization step.
Claim 8
Dependent Claim 47 words
The process of claim 5 wherein the active hydrogen-containing compound is an aliphatic hydroxyl-containing compound having from 1 to about 8 hydroxyl groups and from 1 to about 18 carbon atoms, and the epoxy compound is an alkylene oxide having from 2 to about 4 carbon atoms.
Claim 9
Dependent Claim 22 words
The process of claim 6 wherein said organic carboxylic acid has from about 6 to about 22 carbon atoms or mixtures thereof.
Claim 10
Dependent Claim 28 words
The process of claim 6 wherein the organic carboxylic acid salt is an acetate, propionate, benzoate, naphthenate, octanoate, neodecanoate, stearate or mixture of any two or more thereof.
Claim 11
Dependent Claim 70 words
A composition comprising (1) a hydroxyl containing polymer having hydroxyl equivalent weights from about 50 to about 12,500 prepared by reacting a compound having from 2 to about 8 active hydrogen atoms with a mono-epoxy-containing compound and (2) at least about 700 ppm of calcium, barium, strontium or mixture thereof added in the form of the salt of a carboxylic acid thereof said acid having at least 2 carbon atoms.
Claim 12
Dependent Claim 70 words
A composition comprising (1) a hydroxyl containing polymer having hydroxyl equivalent weights from about 50 to about 12,500 prepared by reacting a compound having from 2 to about 8 active hydrogen atoms with a mono-epoxy-containing compound and (2) at least about 700 ppm of calcium, barium, strontium or mixture thereof added in the form of the salt of a carboxylic acid thereof said acid having at least 2 carbon atoms.
Claim 13
Dependent Claim 79 words
The composition of claim 9 wherein (i) the active hydrogen-containing compound is an aliphatic hydroxyl-containing compound having from 2 to about 4 hydroxyl groups and from 1 to about 18 carbon atoms, (ii) the epoxy compound is an alkylene oxide having from 2 to about 4 carbon atoms, (iii) wherein said carboxylic acid has at least 2 carbon atoms and (iv) the composition contains from about 750 ppm to about 50,000 ppm of calcium, barium, strontium, or mixture thereof.
Claim 14
Dependent Claim 21 words
The composition of claim 10 wherein said carboxylic acid has from about 6 to about 22 carbon atoms or mixtures thereof.
Claim 15
Dependent Claim 43 words
The composition of claim 10 wherein (i) the carboxylic acid salt is an acetate, propionate, benzoate, naphthenate, octanoate, neodecanoate, stearate or mixture thereof and (ii) the composition contains from about 1500 ppm to about 30,000 ppm of calcium, barium, strontium or mixture therof.
Claim 16
Dependent Claim 119 words
A polyol composition suitable for preparing polyurethanes which polyol composition comprises the unfiltered, unneutralized reaction product of (1) an active hydrogen-containing compound having a least two active hydrogen atoms, and (2) a mono-epoxy-containing compound in the presence of (3) a catalyst added in the form of a calcium, barium or strontium salt of an organic carboxylic acid thereof, said acid having at least two carbon atoms or mixture of such salts wherein the catalyst is employed in quantities such that the resultant polyol contains less than about 20,000 ppm but at least 50 ppm by weight of calcium, barium, strontium or mixture thereof wherein said polyol reaction product has a hydroxyl equivalent of from about 50 to about 12,500.
Claim 17
Dependent Claim 119 words
A polyol composition suitable for preparing polyurethanes which polyol composition comprises the unfiltered, unneutralized reaction product of (1) an active hydrogen-containing compound having a least two active hydrogen atoms, and (2) a mono-epoxy-containing compound in the presence of (3) a catalyst added in the form of a calcium, barium or strontium salt of an organic carboxylic acid thereof, said acid having at least two carbon atoms or mixture of such salts wherein the catalyst is employed in quantities such that the resultant polyol contains less than about 20,000 ppm but at least 50 ppm by weight of calcium, barium, strontium or mixture thereof wherein said polyol reaction product has a hydroxyl equivalent of from about 50 to about 12,500.
Claim 18
Dependent Claim 69 words
The polyol composition of claim 13 wherein (i) component (1) contains two or three hydroxyl groups, (ii) component (2) is an alkylene oxide or mixture of alkylene oxides having from 2 to 4 carbon atoms, (iii) the acid of component (3) has from about 6 to about 22 carbon atoms and (iv) the total quantity of calcium, barium and strontium is from about 50 ppm to about 10,000 ppm.
Claim 19
Dependent Claim 87 words
The polyol composition of claim 14 wherein (i) component (1) is selected from the group consisting of ethylene glycol, propylene glycol, butylene glycol, glycerine, trimethylol propane, an adduct of glycerine and propylene oxide in a mole ratio respectively from about 1:1 to about 1:6 and mixtures thereof, (ii) the total quantity of calcium, barium and strontium is from about 50 ppm to about 5000 ppm and (iii) the acid of component (3) is naphthenic, acetic, benzoic, octanoic, neodecanoic, stearic or mixture of any two or more thereof.
Claim 20
Dependent Claim 17 words
The process of claims 1, 2, 4, 5, 6 or 8 wherein the catalyst is an acetate.
Claim 21
Dependent Claim 19 words
The process of claims 1, 2, 3, 4, 5, 6, 7, or 8 wherein the catalyst is a naphthenate.
Claim 22
Dependent Claim 21 words
The composition of claims 9, 10, 12, 13, 14 or 15 wherein the catalyst is an acetate, naphthenate or mixture thereof.

References Cited (Backward Citations)

US2341565A Cited
US2923690A Cited
US2934505A Cited
US3031439A Cited
US3285968A Cited
US3755197A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-03 1985-02-02 1985-08-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-03 1989-02-02 1989-08-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-03 1993-02-02 1993-08-04 $7700.00 Window Closed / Lapsed

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