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US3886102A Expired / Lapsed US ⏱️ 0.0 years remaining

Rapid setting polyurethanes from diols and polyisocyanates prepared in the presence of a mixture of liquid modifiers

Assignee: Dow Chemical Co
•
Filing: 1973-12-07
•
Granted: 1975-05-27
•
Expires: 1993-12-07
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Abstract

Abstract Mixtures comprising a low molecular weight diol, a liquid modifier compound having a boiling point above about 150*C, a polyisocyanate having a functionality of at least about 2.5 and an organometallic catalyst instantly set, after a brief induction period, to a solid, dense, rigid polymeric product which can be demolded within a period of from less than 1 minute to about 5 minutes.

Inventors

  • 👤 Franciszek Olstowski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 20:44
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/28; C08G18/30; C08G18/32; C08G18/3203; C08G18/40; C08G18/48; C08K; C08K5/00; C08K5/0008

Claims Analysis

Total Claims: 76
Claim 1
Independent Claim 155 words
A RIGID, NON-CELLULAR COMPOSITION HAVING A DENSITY OF AT LEAST ABOUT 1 GRAM/CC WHICH IS DEMOLDABLE WITHIN ABOUT 5 MINUTES AFTER ADMIXTURE OF THE COMPONENTS OF THE COMPOSITION WHICH IS THE REACTION PRODUCT OF A POLYURETHANE-FORMING COMPOSITION COMPRISING A. A DIHYDROXYL-CONTAINING COMPOUND HAVING A HYDROXYL EQUIVALENT WEIGHT OF LESS THAN ABOUT 250; B. AN ORGANIC POLYISOCYANATE HAVING AN NCO FUNCTIONALITY OF AT LEAST ABOUT 2.5; C. A LIQUID MODIFIER COMPOUND HAVING AN ATMOSPHEREIC BOILING POINT OF AT LEAST ABOUT 150:C, WITH THE PROVISO THAT A HYDROXYL-CONTAINING HALOGENATED ALIPHATIC COMPOUND WHEN EMPOLYED AS A MODIFIER CAN HAVE AN ATMOSPHERIC BOILING POINT BELOW 150*C, AND WHICH MODERATES THE REACTION BETWEEN COMPONENTS (A), (B), AND (D) WITHOUT SUBSTANTIAL REACTION THEREWITH, EXCEPT WHEN A HYDROXYLCONTAINING HALOGENATED ALIPHATIC COMPOUND IS EMPOLYED IT CAN REACT WITH THE POLYISOCYANATE, SAID MODIFIER CONSISTING OF A MIXTURE, IN ANY PROPORTION, OF AT LEAST TWO MEMBERS SELECTED, IN ANY COMBINATIONS, FROM THE GROUP CONSISTING OF
Claim 2
Dependent Claim 155 words
A RIGID, NON-CELLULAR COMPOSITION HAVING A DENSITY OF AT LEAST ABOUT 1 GRAM/CC WHICH IS DEMOLDABLE WITHIN ABOUT 5 MINUTES AFTER ADMIXTURE OF THE COMPONENTS OF THE COMPOSITION WHICH IS THE REACTION PRODUCT OF A POLYURETHANE-FORMING COMPOSITION COMPRISING A. A DIHYDROXYL-CONTAINING COMPOUND HAVING A HYDROXYL EQUIVALENT WEIGHT OF LESS THAN ABOUT 250; B. AN ORGANIC POLYISOCYANATE HAVING AN NCO FUNCTIONALITY OF AT LEAST ABOUT 2.5; C. A LIQUID MODIFIER COMPOUND HAVING AN ATMOSPHEREIC BOILING POINT OF AT LEAST ABOUT 150:C, WITH THE PROVISO THAT A HYDROXYL-CONTAINING HALOGENATED ALIPHATIC COMPOUND WHEN EMPOLYED AS A MODIFIER CAN HAVE AN ATMOSPHERIC BOILING POINT BELOW 150*C, AND WHICH MODERATES THE REACTION BETWEEN COMPONENTS (A), (B), AND (D) WITHOUT SUBSTANTIAL REACTION THEREWITH, EXCEPT WHEN A HYDROXYLCONTAINING HALOGENATED ALIPHATIC COMPOUND IS EMPOLYED IT CAN REACT WITH THE POLYISOCYANATE, SAID MODIFIER CONSISTING OF A MIXTURE, IN ANY PROPORTION, OF AT LEAST TWO MEMBERS SELECTED, IN ANY COMBINATIONS, FROM THE GROUP CONSISTING OF
Claim 3
Dependent Claim 6 words
A FATTY ACID OR FATTY OILS,
Claim 4
Dependent Claim 6 words
A FATTY ACID OR FATTY OILS,
Claim 5
Dependent Claim 5 words
ORGANIC PHOSPHATES, PHOSPHITES OR PHOSPHONATES,
Claim 6
Dependent Claim 5 words
ORGANIC PHOSPHATES, PHOSPHITES OR PHOSPHONATES,
Claim 7
Dependent Claim 5 words
organic phosphates, phosphites or phosphonates,
Claim 8
Dependent Claim 5 words
organic phosphates, phosphites or phosphonates,
Claim 9
Dependent Claim 29 words
placing the admixed composition into a suitable mold wherein said composition solidifies within less than about 5 minutes to a solid polyurethane having the aforesaid density and elongation; and
Claim 10
Dependent Claim 29 words
placing the admixed composition into a suitable mold wherein said composition solidifies within less than about 5 minutes to a solid polyurethane having the aforesaid density and elongation; and
Claim 11
Dependent Claim 5 words
organic phosphates, phosphites or phosphonates,
Claim 12
Dependent Claim 5 words
organic phosphates, phosphites or phosphonates,
Claim 13
Dependent Claim 43 words
The composition of claim 1 wherein component (D) is employed in quantities of from about 0.1 to about 2.0 percent by weight of the combined weight of components (A), (B) and (C) and the NCO:OH ratio is from about 0.9:1 to about 1.2:1.
Claim 14
Dependent Claim 55 words
The composition of claim 2 wherein component (C) is a mixture containing at least 2 of the members selected from (C-1), (C-2), (C-3), (C-4), (C-5), (C-7), (C-8) or (C-9) and is employed in a quantity of from about 20 to about 40 percent by weight of the combined weight of components (A), (B) and (C).
Claim 15
Dependent Claim 2 words
cyclic polyethers,
Claim 16
Dependent Claim 2 words
cyclic polyethers,
Claim 17
Dependent Claim 8 words
subsequently demolding the resultant article from the mold.
Claim 18
Dependent Claim 8 words
subsequently demolding the resultant article from the mold.
Claim 19
Dependent Claim 2 words
cyclic polyethers,
Claim 20
Dependent Claim 2 words
cyclic polyethers,
Claim 21
Dependent Claim 2 words
CYCLIC POLYETHERS.
Claim 22
Dependent Claim 2 words
CYCLIC POLYETHERS.
Claim 23
Dependent Claim 15 words
AROMATIC COMPOUNDS FREE FROM ESTER GROUPS OR PARTIALLY HYDROGENATED AROMATIC COMPOUNDS FREE FROM ESTER GROUPS,
Claim 24
Dependent Claim 15 words
AROMATIC COMPOUNDS FREE FROM ESTER GROUPS OR PARTIALLY HYDROGENATED AROMATIC COMPOUNDS FREE FROM ESTER GROUPS,
Claim 25
Dependent Claim 15 words
aromatic compounds free from ester groups or partially hydrogenated aromatic compounds free from ester groups,
Claim 26
Dependent Claim 15 words
aromatic compounds free from ester groups or partially hydrogenated aromatic compounds free from ester groups,
Claim 27
Dependent Claim 15 words
aromatic compounds free from ester groups or partially hydrogenated aromatic compounds free from ester groups,
Claim 28
Dependent Claim 15 words
aromatic compounds free from ester groups or partially hydrogenated aromatic compounds free from ester groups,
Claim 29
Dependent Claim 59 words
The composition of claim 2 wherein component (C) is a mixture containing (C-6) having a boiling point below about 150*C or an OH equivalent weight of less than about 500, wherein component (C-6) is employed in a quantity of from about 0.2 percent to about 5 percent by weight of the combined weight of components (A), (B) and (C).
Claim 30
Dependent Claim 21 words
The composition of claim 3 wherein component (C) is a mixture containing oleic acid, 3-methylsulfolane, dioctylphthalate and tris- Beta -chloroethyl phosphate.
Claim 31
Dependent Claim 7 words
halogenated aliphatic compounds boiling above about 150*C,
Claim 32
Dependent Claim 7 words
halogenated aliphatic compounds boiling above about 150*C,
Claim 33
Dependent Claim 7 words
halogenated aliphatic compounds failing above about 150*C,
Claim 34
Dependent Claim 7 words
halogenated aliphatic compounds failing above about 150*C,
Claim 35
Dependent Claim 7 words
HALOGENATED ALIPHATIC COMPOUNDS FAILING ABOVE ABOUT 150*C,
Claim 36
Dependent Claim 7 words
HALOGENATED ALIPHATIC COMPOUNDS FAILING ABOVE ABOUT 150*C,
Claim 37
Dependent Claim 8 words
HYDROXYL-CONTAINING HALOGENATED ALIPHATIC COMPOUNDS FAILING BELOW ABOUT 150*C,
Claim 38
Dependent Claim 8 words
HYDROXYL-CONTAINING HALOGENATED ALIPHATIC COMPOUNDS FAILING BELOW ABOUT 150*C,
Claim 39
Dependent Claim 8 words
hydroxyl-containing halogenated aliphatic compounds boiling below about 150*C,
Claim 40
Dependent Claim 8 words
hydroxyl-containing halogenated aliphatic compounds boiling below about 150*C,
Claim 41
Dependent Claim 8 words
hydroxyl-containing halogenated aliphatic compounds falling below about 150*C,
Claim 42
Dependent Claim 8 words
hydroxyl-containing halogenated aliphatic compounds falling below about 150*C,
Claim 43
Dependent Claim 19 words
The composition of claim 3 wherein component (C) is a mixture contianing 1-chloronaphthalene, butyl oleate, castor oil and 3-methylsulfolane.
Claim 44
Dependent Claim 21 words
The composition of claim 3 wherein component (C) contains a mixture of bis(2-bromopropyl)2-bromopropane phosphonate, chlorinated paraffins, diisodecyl phthalate, 1-chloronaphthalene and 3-methylsulfolane.
Claim 45
Dependent Claim 2 words
cyclic sulfones,
Claim 46
Dependent Claim 2 words
cyclic sulfones,
Claim 47
Dependent Claim 2 words
cyclic sulfones,
Claim 48
Dependent Claim 2 words
cyclic sulfones,
Claim 49
Dependent Claim 2 words
CYCLIC SULFONES,
Claim 50
Dependent Claim 2 words
CYCLIC SULFONES,
Claim 51
Dependent Claim 3 words
ORGANIC CARBONATES, AND
Claim 52
Dependent Claim 3 words
ORGANIC CARBONATES, AND
Claim 53
Dependent Claim 3 words
organic carbonates, and
Claim 54
Dependent Claim 3 words
organic carbonates, and
Claim 55
Dependent Claim 3 words
organic carbonates, and
Claim 56
Dependent Claim 3 words
organic carbonates, and
Claim 57
Dependent Claim 10 words
The composition of claim 1 cast as a furniture component.
Claim 58
Dependent Claim 10 words
The composition of claim 1 cast as a decorative object.
Claim 59
Dependent Claim 165 words
esters of carboxylic acids, and D. an organometallic catalyst; wherein components (A) and (B) are present in quantities such that the NCO:OH ratio is from about 0.8:1 to about 1.5:1, the quantity of component (C) is from about 10 to about 50 percent by weight of the combined weight of components (A), (B) and (C) with the proviso that when component (C) consists of a mixture of (C-5) and (C-6) the quantity employed is from about 0.2 to about 50; with a further proviso that whenever component (C) contains a hydroxyl-containing halogenated aliphatic compound with either has a boiling point below about 150*C or an OH equivalent weight below about 500, then the quantity of such compound or compounds is not to exceed about 10 percent by weight of the combined weight of Components (A), (B) and (C); and component (D) is present in quantities of from about 0.1 to about 10 percent by weight of the combined weight of components (A), (B) and (C).
Claim 60
Dependent Claim 165 words
esters of carboxylic acids, and D. an organometallic catalyst; wherein components (A) and (B) are present in quantities such that the NCO:OH ratio is from about 0.8:1 to about 1.5:1, the quantity of component (C) is from about 10 to about 50 percent by weight of the combined weight of components (A), (B) and (C) with the proviso that when component (C) consists of a mixture of (C-5) and (C-6) the quantity employed is from about 0.2 to about 50; with a further proviso that whenever component (C) contains a hydroxyl-containing halogenated aliphatic compound with either has a boiling point below about 150*C or an OH equivalent weight below about 500, then the quantity of such compound or compounds is not to exceed about 10 percent by weight of the combined weight of Components (A), (B) and (C); and component (D) is present in quantities of from about 0.1 to about 10 percent by weight of the combined weight of components (A), (B) and (C).
Claim 61
Dependent Claim 165 words
esters of carboxylic acids, and (D) an organometallic catalyst; wherein components (A) and (B) are present in quantities such that the NCO:OH ratio is from about 0.8:1 to about 1.5:1, the quantity of component (C) is from about 10 to about 50 percent by weight of the combined weight of components (A), (B) and (C) with the proviso that when component (C) consists of a mixture of (C-5) and (C-6) the quantity employed is from about 0.2 to about 50; with a further proviso that whenever component (C) contains a hydroxyl-containing halogenated aliphatic compound which either has a boiling point below about 150*C or an OH equivalent weight below about 500, then the quantity of such compound or compounds is not to exceed about 10 percent by weight of the combined weight of components (A), (B) and (C); and component (D) is present in quantities of from about 0.1 to about 10 percent by weight of the combined weight of components (A), (B) and (C);
Claim 62
Dependent Claim 165 words
esters of carboxylic acids, and (D) an organometallic catalyst; wherein components (A) and (B) are present in quantities such that the NCO:OH ratio is from about 0.8:1 to about 1.5:1, the quantity of component (C) is from about 10 to about 50 percent by weight of the combined weight of components (A), (B) and (C) with the proviso that when component (C) consists of a mixture of (C-5) and (C-6) the quantity employed is from about 0.2 to about 50; with a further proviso that whenever component (C) contains a hydroxyl-containing halogenated aliphatic compound which either has a boiling point below about 150*C or an OH equivalent weight below about 500, then the quantity of such compound or compounds is not to exceed about 10 percent by weight of the combined weight of components (A), (B) and (C); and component (D) is present in quantities of from about 0.1 to about 10 percent by weight of the combined weight of components (A), (B) and (C);
Claim 63
Dependent Claim 165 words
ESTERS OF CARBOXYLIC ACIDS, AND D. AN ORGANOMETALLIC CATALYST; WHEREIN COMPONENTS (A) AND (B) ARE PRESENT IN QUANTITIES SUCH THAT THE NCO:OH RATIO IS FROM ABOUT 0.8:1 TO ABOUT 1.5:1, THE QUANTITY OF COMPONENT (C) IS FROM ABOUT 10 TO ABOUT 50 PERCENT BY WEIGHT OF THE COMBINED WEIGHT OF COMPONENTS (A), (B) AND (C) WITH THE PROVISO THAT WHEN COMPONENT (C) CONSISTS OF A MIXTURE OF (C-5) AND (C-6) THE QUANTITY EMPOLYED IS FROM ABOUT 0.2 TO ABOUT 50; WITH A FURTHER PROVISO THAT WHENEVER COMPONENT (C) CONTAINS A HYDROXYL-CONTAINING HALOGENATED ALIPHATIC COMPOUND WITH EITHER HAS A BOILING POINT BELOW ABOUT 150*C OR AN OH EQUIVALENT WEIGHT BELOW ABOUT 500, THEN THE QUANTITY OF SUCH COMPOUND OR COMPOUNDS IS NOT TO EXCEDD ABOUT 10 PERCENT BY WEIGHT OF THE COMBINED WEIGHT OF COMPONENTS (A), (B) AND (C); AND COMPONENT (D) IS PRESENT IN QUANTITIES OF FROM ABOUT 0.1 TO ABOUT 10 PERCENT BY WEIGHT OF THE COMINED WEIGHT OF COMPONENTS (A), (B) AND (C).
Claim 64
Dependent Claim 165 words
ESTERS OF CARBOXYLIC ACIDS, AND D. AN ORGANOMETALLIC CATALYST; WHEREIN COMPONENTS (A) AND (B) ARE PRESENT IN QUANTITIES SUCH THAT THE NCO:OH RATIO IS FROM ABOUT 0.8:1 TO ABOUT 1.5:1, THE QUANTITY OF COMPONENT (C) IS FROM ABOUT 10 TO ABOUT 50 PERCENT BY WEIGHT OF THE COMBINED WEIGHT OF COMPONENTS (A), (B) AND (C) WITH THE PROVISO THAT WHEN COMPONENT (C) CONSISTS OF A MIXTURE OF (C-5) AND (C-6) THE QUANTITY EMPOLYED IS FROM ABOUT 0.2 TO ABOUT 50; WITH A FURTHER PROVISO THAT WHENEVER COMPONENT (C) CONTAINS A HYDROXYL-CONTAINING HALOGENATED ALIPHATIC COMPOUND WITH EITHER HAS A BOILING POINT BELOW ABOUT 150*C OR AN OH EQUIVALENT WEIGHT BELOW ABOUT 500, THEN THE QUANTITY OF SUCH COMPOUND OR COMPOUNDS IS NOT TO EXCEDD ABOUT 10 PERCENT BY WEIGHT OF THE COMBINED WEIGHT OF COMPONENTS (A), (B) AND (C); AND COMPONENT (D) IS PRESENT IN QUANTITIES OF FROM ABOUT 0.1 TO ABOUT 10 PERCENT BY WEIGHT OF THE COMINED WEIGHT OF COMPONENTS (A), (B) AND (C).
Claim 65
Dependent Claim 10 words
The composition of claim 1 cast as a machine component.
Claim 66
Dependent Claim 47 words
A process for producing solid, rigid, polyurethane articles having a density of at least 1 g/cc, a percent elongation of less than 100, and which can be demolded within a period of about 5 minutes without the addition of an external source of heat which process comprises:
Claim 67
Dependent Claim 47 words
A process for producing solid, rigid, polyurethane articles having a density of at least 1 g/cc, a percent elongation of less than 100, and which can be demolded within a period of about 5 minutes without the addition of an external source of heat which process comprises:
Claim 68
Dependent Claim 43 words
The process of claim 11 wherein component (D) is employed in quantities of from about 0.1 to about 2.0 percent by weight of the combined weight of components (A), (B) and (C) and the NCO:OH ratio is from about 0.9:1 to about 1.2:1.
Claim 69
Dependent Claim 55 words
The process of claim 12 wherein component (C) is a mixture containing at least 2 of the members selected from (C-1), (C-2), (C-3), (C-4), (C-5), (C-7), (C-8) or (C-9) and is employed in a quantity of from about 20 to about 40 percent by weight of the combined weight of components (A), (B) and (C).
Claim 70
Dependent Claim 58 words
The process of claim 12 wherein component (C) is a mixture containing (C-6) having a boiling point below about 150*C or an OH equivalent weight of less than about 500, wherein component (C-6) is employed in a quantity of from about 0.29 to about 5 percent by weight of the combined weight of components (A), (B) and (C).
Claim 71
Dependent Claim 21 words
The process of claim 13 wherein component (C) is a mixture containing oleic acid, 3-methylsulfolane, dioctylphthalate and tris- Beta -chloroethyl phosphate.
Claim 72
Dependent Claim 19 words
The process of claim 13 wherein component (C) is a mixture containing 1-chloronaphthalene, butyl oleate, castor oil and 3-methylsulfolane.
Claim 73
Dependent Claim 21 words
The process of claim 13 wherein component (C) contains a mixture of bis(2-bromopropyl)2-bromopropane phosphonate, chlorinated paraffins, diisodecyl phthalate, 1-chloronaphthalene and 3-methylsulfolane.
Claim 74
Dependent Claim 14 words
The process of claim 11 wherein said mold is that of a furniture component.
Claim 75
Dependent Claim 14 words
The process of claim 11 wherein said mold is that of a decorative object.
Claim 76
Dependent Claim 14 words
The process of claim 11 wherein said mold is that of a machine component.

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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) 1978-05-26 1978-11-25 1979-05-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-05-26 1982-11-25 1983-05-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-05-26 1986-11-25 1987-05-27 $7700.00 Window Closed / Lapsed

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