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US4120837A Expired / Lapsed US ⏱️ 0.0 years remaining

Organosiloxanes useful in molding compositions based on unsaturated polyesters and unsaturated monomers

Assignee: Rain Carbon Germany GmbH
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Filing: 1977-05-09
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Granted: 1978-10-17
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Expires: 1997-05-09
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Abstract

Abstract Molding compositions, based on unsaturated polyester resins, unsaturated monomers, catalysts, inorganic and/or organic fillers and/or reinforcing agents, dyestuffs and/or pigments, lubricants and optionally inhibitors, containing a siloxane of the formula ##STR1## wherein A IS 0 OR 1 b is a number from 1 to 500, provided that when a is 0, b must be equal to or greater than 3 and the compound is a cyclosiloxane, R 1 is hydrogen, alkyl or trimethylsilyl, R 2 is alkyl of 8 to 32 carbon atoms, --R 4 OCOR 5 , or --R 4 OR 6 , where R 4 is a bivalent radical, R 5 is alkyl of 12 to 22 carbon atoms and R 6 is alkyl of 8 to 22 carbon atoms, provided that up to 80 mole % of the above-mentioned radicals defining R 2 may be methyl and provided further that at least one R 2 per molecule is other than methyl, and R 3 is methyl or alkoxy of 1 to 4 carbon atoms, and/or a carboxysiloxane as an eternal and/or internal lubricant, optionally together with an additional external and/or internal lubricant.

Inventors

  • 👤 Werner Schafer
  • 👤 Hans-Albrecht Scholz
  • 👤 Siegfried Wilhelm

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 15:47
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/54; C08K3/00; C08K3/18; C08K9/00; C08K9/12

Claims Analysis

Total Claims: 39
Claim 1
Independent Claim 306 words
A molding composition comprising (i) 12 to 40 weight percent of unsaturated polyester resins, (ii) 0.5 to 5 weight percent of unsaturated monomers, (iii) 30 to 85 weight percent of a member selected from the group consisting of inorganic fillers, organic fillers, reinforcing agents, and mixtures thereof, (iv) 0.01 to 1.0 weight percent of at least one siloxane selected from the group consisting of (A) a siloxane of the formula ##STR6## wherein a is 0 or 1, b is a number from 1 to 500, provided that when a is 0, b is equal to or greater than 3 and the compound is a cyclosiloxane, R 1 is a member selected from the group consisting of hydrogen, alkyl and trimethylsilyl, R 2 is a member selected from the group consisting of alkyl of 8 to 32 carbon atoms, ##STR7## and --R 4 OR 6 , where R 4 is a divalent radical, R 5 is alkyl of 12 to 22 carbon atoms and R 6 is alkyl of 8 to 22 carbon atoms, provided that up to 80 mole % of the above-mentioned radicals may be replaced by methyl and provided further that at least one R 2 group per molecule is other than methyl, and R 3 is methyl or alkoxy of 1 to 4 carbon atoms, (B) a carboxyorganosiloxane which corresponds in structure to that of a linear methyl silicone having a continuous Si--O--Si-- chain wherein a large portion of the alkyl groups are replaced by ester groupings prepared by esterification with an alcohol having from 1 to 4 carbon atoms, and (C) a mixture of the above siloxanes, said siloxane or mixture of siloxanes acting as an external and/or internal lubricant, and (v) the remainder catalysts and a member selected from the group consisting of dyestuffs, pigments and mixtures thereof in conventional amounts.
Claim 2
Dependent Claim 306 words
A molding composition comprising (i) 12 to 40 weight percent of unsaturated polyester resins, (ii) 0.5 to 5 weight percent of unsaturated monomers, (iii) 30 to 85 weight percent of a member selected from the group consisting of inorganic fillers, organic fillers, reinforcing agents, and mixtures thereof, (iv) 0.01 to 1.0 weight percent of at least one siloxane selected from the group consisting of (A) a siloxane of the formula ##STR6## wherein a is 0 or 1, b is a number from 1 to 500, provided that when a is 0, b is equal to or greater than 3 and the compound is a cyclosiloxane, R 1 is a member selected from the group consisting of hydrogen, alkyl and trimethylsilyl, R 2 is a member selected from the group consisting of alkyl of 8 to 32 carbon atoms, ##STR7## and --R 4 OR 6 , where R 4 is a divalent radical, R 5 is alkyl of 12 to 22 carbon atoms and R 6 is alkyl of 8 to 22 carbon atoms, provided that up to 80 mole % of the above-mentioned radicals may be replaced by methyl and provided further that at least one R 2 group per molecule is other than methyl, and R 3 is methyl or alkoxy of 1 to 4 carbon atoms, (B) a carboxyorganosiloxane which corresponds in structure to that of a linear methyl silicone having a continuous Si--O--Si-- chain wherein a large portion of the alkyl groups are replaced by ester groupings prepared by esterification with an alcohol having from 1 to 4 carbon atoms, and (C) a mixture of the above siloxanes, said siloxane or mixture of siloxanes acting as an external and/or internal lubricant, and (v) the remainder catalysts and a member selected from the group consisting of dyestuffs, pigments and mixtures thereof in conventional amounts.
Claim 3
Dependent Claim 25 words
The molding composition of claim 1 wherein the siloxane is a carboxyorganosiloxane prepared by esterification with an alcohol having from 1 to 4 carbon atoms.
Claim 4
Dependent Claim 17 words
The molding composition of claim 1 wherein the siloxane is a carboxyorganosiloxane prepared by esterification with methanol.
Claim 5
Dependent Claim 21 words
The molding composition of claim 1 which contains 0.05 to 0.5 weight percent of the siloxane, relative to the total composition.
Claim 6
Dependent Claim 58 words
The molding composition of claim 1 wherein the acid component of the unsaturated polyester is terephthalic acid and an unsaturated dicarboxylic acid and the alcohol component is a diol having 2 to 4 carbon atoms and the unsaturated monomer is a member selected from the group consisting of styrene, diallyl phthalate, and mixtures of styrene and diallyl phthalate.
Claim 7
Dependent Claim 30 words
The molding composition of claim 5 wherein the unsaturated dicarboxylic acid is selected from the group consisting of maleic acid, fumaric acid, and mixtures of maleic acid and fumaric acid.
Claim 8
Dependent Claim 31 words
The molding composition of claim 1 wherein the weight percent of polyester is 15 to 30 weight percent and the weight percent of unsaturated monomer is 1 to 3 weight percent.
Claim 9
Dependent Claim 36 words
The molding composition of claim 1 which contains as inorganic filler a member selected from the group consisting of calcium carbonate, magnesium carbonate, inert silicates, mixtures of said carbonates, and mixtures of said carbonates and silicates.
Claim 10
Dependent Claim 17 words
The molding composition of claim 1 which contains 50 to 75 weight percent fillers and reinforcing agents.
Claim 11
Dependent Claim 28 words
The molding composition of claim 1 which contains reinforcing agents selected from the group consisting of glass fibers, polyamide fibers, and mixtures of glass fibers and polyamide fibers.
Claim 12
Dependent Claim 20 words
The molding composition of claim 1 which contains 5 to 30 weight percent reinforcing agents, relative to the total composition.
Claim 13
Dependent Claim 15 words
The molding composition of claim 11 which contains 15 to 25 weight percent reinforcing agents.
Claim 14
Dependent Claim 13 words
The molding composition of claim 1 which additionally contains inhibitors in conventional amounts.
Claim 15
Dependent Claim 41 words
The molding composition of claim 1 which additionally contains a member selected from the group consisting of (a) up to 3 weight percent of additional external lubricants, (b) 0.1 to 3 weight percent of additional internal lubricants, and (c) mixtures thereof.
Claim 16
Dependent Claim 22 words
The molding composition of claim 14 which contains a magnesium, calcium, zinc or aluminum salt of saturated and/or unsaturated aliphatic fatty acids.
Claim 17
Dependent Claim 23 words
The molding composition of claim 11 which contains 0.3 to 3 weight percent of the fatty acid salt, relative to the total composition.
Claim 18
Dependent Claim 46 words
The molding composition of claim 1 which additionally contains a member selected from the group consisting of (a) up to 3 weight percent of additional external lubricants, (b) 0.1 to 3 weight percent of additional internal lubricants, and (c) mixtures thereof and inhibitors in conventional amounts.
Claim 19
Dependent Claim 38 words
The molding composition of claim 3 wherein the carboxyorganosiloxane has the following characteristic values: acid number below 5; saponification number 150 to 300; molecular weight 800 to 2000; and SiO 2 -- content 15 to 30 weight %.
Claim 20
Dependent Claim 39 words
The molding composition of claim 3 wherein the carboxyorganosiloxane has the following characteristic values: acid number 2 to 4; saponification number 100 to 250; molecular weight 1000 to 1300; and SiO 2 -- content 20 to 25 weight %.
Claim 21
Dependent Claim 38 words
The molding composition of claim 19 wherein the unsaturated polyester has a molecular weight from 500 to 3000, an olefinic double bond reactivity from 142 to 2000 g polyester resin and an acid number from 20 to 50.
Claim 22
Dependent Claim 38 words
The molding composition of claim 19 wherein the unsaturated polyester has a molecular weight from 500 to 3000, an olefinic double bond reactivity from 150 to 400 g polyester resin and an acid number from 30 to 40.
Claim 23
Dependent Claim 58 words
The molding composition of claim 21 wherein the acid component of the unsaturated polyester is terephthalic acid and an unsaturated dicarboxylic acid and the alcohol component is a diol having 2 to 4 carbon atoms and the unsaturated monomer is a member selected from the group consisting of styrene, diallyl phthalate, and mixtures of styrene and diallyl phthalate.
Claim 24
Dependent Claim 30 words
The molding composition of claim 22 wherein the unsaturated dicarboxylic acid is selected from the group consisting of maleic acid, fumaric acid, and mixtures of maleic acid and fumaric acid.
Claim 25
Dependent Claim 74 words
In a process for the manufacture of a molded body, wherein a lubricant is added to the moldable composition of claim 1, the lubricated moldable composition is subjected to the action of the conventional temperature and pressure employed in the shaping of said lubricated moldable composition, and a shaped non-fusible product is recovered, the improvement comprising using 0.01 to 1 weight percent of the siloxane of claim 1 as the external and/or internal lubricant.
Claim 26
Dependent Claim 24 words
The process of claim 24 wherein the siloxane is used in an amount of 0.05 to 0.5 weight percent, relative to the total composition.
Claim 27
Dependent Claim 26 words
THe process of claim 24 wherein the manufacture of molded parts from the molding compositions the hardening takes place in dies which are not chrome plated.
Claim 28
Dependent Claim 15 words
The process of claim 24 wherein the molding composition additionally contains inhibitors in conventional amounts.
Claim 29
Dependent Claim 43 words
The process of claim 24 wherein the molding composition additionally contains a member selected from the group consisting of (a) up to 3 weight percent of additional external lubricants, (b) 0.1 to 3 weight percent of additional internal lubricants, and (c) mixtures thereof.
Claim 30
Dependent Claim 48 words
The process of claim 24 wherein the molding composition additionally contains a member selected from the group consisting of (a) up to 3 weight percent of additional external lubricants, (b) 0.1 to 3 weight percent of additional internal lubricants, and (c) mixtures thereof and inhibitors in conventional amounts.
Claim 31
Dependent Claim 24 words
The process of claim 24 wherein the siloxane is a carboxyorganosiloxane prepared by esterification with an alcohol having from 1 to 4 carbon atoms.
Claim 32
Dependent Claim 16 words
The process of claim 24 wherein the siloxane is a carboxyorganosiloxane prepared by esterification with methanol.
Claim 33
Dependent Claim 37 words
The process of claim 31 wherein the carboxyorganosiloxane has the following characteristic values: acid number below 5; saponification number 150 to 300; molecular weight 800 to 2000; and SiO 2 -- content 15 to 30 weight %.
Claim 34
Dependent Claim 38 words
The process of claim 31 wherein the carboxyorganosiloxane has the following characteristic values: acid number 2 to 4; saponification number 100 to 250; molecular weight 1000 to 1300; and SiO 2 -- content 20 to 25 weight %.
Claim 35
Dependent Claim 37 words
The process of claim 33 wherein the unsaturated polyester has a molecular weight from 500 to 3000, an olefinic double bond reactivity from 142 to 2000 g polyester resin and an acid number from 20 to 50.
Claim 36
Dependent Claim 37 words
The process of claim 33 wherein the unsaturated polyester has a molecular weight from 500 to 3000, an olefinic double bond reactivity from 150 to 400 g polyester resin and an acid number from 30 to 40.
Claim 37
Dependent Claim 57 words
The process of claim 35 wherein the acid component of the unsaturated polyester is terephthalic acid and an unsaturated dicarboxylic acid and the alcohol component is a diol having 2 to 4 carbon atoms and the unsaturated monomer is a member selected from the group consisting of styrene, diallyl phthalate, and mixtures of styrene and diallyl phthalate.
Claim 38
Dependent Claim 29 words
The process of claim 36 wherein the unsaturated dicarboxylic acid is selected from the group consisting of maleic acid, fumaric acid, and mixtures of maleic acid and fumaric acid.
Claim 39
Dependent Claim 11 words
The molded body obtained by hardening the composition of claim 1.

References Cited (Backward Citations)

US3652484A Cited
US3909475A Cited
US3959203A Cited
US4032494A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-10-16 1982-04-17 1982-10-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-10-16 1986-04-17 1986-10-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-10-16 1990-04-17 1990-10-17 $7700.00 Window Closed / Lapsed

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