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US4052360A Expired / Lapsed US ⏱️ 0.0 years remaining

Reinforced flame retardant polyester composition having non-drip characteristics

Assignee: Celanese Corp
•
Filing: 1977-02-14
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Granted: 1977-10-04
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Expires: 1997-02-14
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Abstract

Abstract There is disclosed a process for preparing reinforced flame retardant copolyester molding compositions having non-drip characteristics. This process comprises intimately mixing a reinforcing agent, a Group Vb metal-containing compound, and the molten reaction product of a copolyester and a polycarbodiimide. The copolyester comprises the reaction product of (a) an alkane diol (as defined), (b) terephthalic acid, isophthalic acid or a dialkyl ester thereof, and (c) a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol. The polycarbodiimide must both (a) be derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and (b) contains at least three carbodiimide units per polycarbodiimide molecule. The reinforced flame retardant copolyester molding resin composition prepared by this process may be readily molded to form three-dimensional shaped articles having satisfactory mechanical properties using conventional molding techniques.

Inventors

  • 👤 Frank M. Berardinelli
  • 👤 Robert Edelman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 18:58
CPC Classifications
C; C08; C08L; C08L67/00; C08L67/02; C08L67/025; C08K; C08K7/00; C08K7/02; C08K7/04; C08L79/00; Y; Y10; Y10S; Y10S525/00; Y10S525/907

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 171 words
A process for preparing a reinforced flame retardant copolyester molding resin composition having non-drip characteristics comprising intimately mixing A. at least one reinforcing agent B. at least one Group Vb metal-containing compound, and C. the molten reaction product of 1. a copolyester of a. at least one alkane diol having from two to six carbon atoms selected from the group consisting of ethylene glycol, 1,3-propane diol, 1,4-butane diol, 1,5-pentane diol, and 1,6-hexane diol, b. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from 1 to 7 carbon atoms, and c. a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol, having the formula ##STR7## wherein the aromatic nuclei of the p,p'-isopropylidenediphenol are substituted with from one to four halogen atoms, R is a bivalent hydrocarbon radical containing from two to six carbon atoms, m and n are integers of from 1 to 10, and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 8 to about 40% by weight of the copolyester composition, and 2.
Claim 2
Dependent Claim 171 words
A process for preparing a reinforced flame retardant copolyester molding resin composition having non-drip characteristics comprising intimately mixing A. at least one reinforcing agent B. at least one Group Vb metal-containing compound, and C. the molten reaction product of 1. a copolyester of a. at least one alkane diol having from two to six carbon atoms selected from the group consisting of ethylene glycol, 1,3-propane diol, 1,4-butane diol, 1,5-pentane diol, and 1,6-hexane diol, b. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from 1 to 7 carbon atoms, and c. a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol, having the formula ##STR7## wherein the aromatic nuclei of the p,p'-isopropylidenediphenol are substituted with from one to four halogen atoms, R is a bivalent hydrocarbon radical containing from two to six carbon atoms, m and n are integers of from 1 to 10, and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 8 to about 40% by weight of the copolyester composition, and 2.
Claim 3
Dependent Claim 49 words
at least one polycarbodiimide, which polycarbodiimide both a. is derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and b. contains at least three carbodiimide units per polycarbodiimide molecule, whereby said resulting reinforced copolyester molding resin
Claim 4
Dependent Claim 49 words
at least one polycarbodiimide, which polycarbodiimide both a. is derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and b. contains at least three carbodiimide units per polycarbodiimide molecule, whereby said resulting reinforced copolyester molding resin
Claim 5
Dependent Claim 39 words
composition is flame retardant and exhibits non-drip characteristics. 2. The process of claim 1 wherein said reaction between the polycarbodiimide and the copolyester takes place simultaneously with the mixing of the copolyester, reinforcing agent, and Group Vb metal-containing compound.
Claim 6
Dependent Claim 28 words
The process of claim 1 wherein the reaction between the copolyester and the polycarbodiimide takes place prior to admixture with the reinforcing agent and Group Vb metal-containing compound.
Claim 7
Dependent Claim 60 words
The process of claim 1 wherein there is employed from about .25 to about 5% by weight polycarbodiimide, from about 30 to about 80% by weight copolyester, from about 15 to about 60% by weight reinforcing agent, and from about 0.7 to about 10% by weight Group Vb metal-containing compound based upon the total weight of the reinforced resin composition.
Claim 8
Dependent Claim 27 words
The process of claim 2 wherein said reaction is carried out at a temperature of from about 220° to about 300° C and at substantially atmospheric pressure.
Claim 9
Dependent Claim 37 words
The process of claim 3 wherein said polycarbodiimide may be selected from the group consisting of poly (tolyl carbodiimide), poly (4,4'-diphenylmethane carbodiimide), poly (3,3'-dimethyl-4,4'-biphenylene carbodiimide), poly (p-phenylene carbodiimide), poly (m-phenylene carbodiimide), poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide), and mixtures thereof.
Claim 10
Dependent Claim 27 words
The process of claim 4 wherein the reinforcing agent may be selected from the group consisting of glass fibers, graphite fibers, acicular calcium metasilicate, and mixtures thereof.
Claim 11
Dependent Claim 165 words
A process for preparing a reinforced flame retardant copolyester molding resin composition having non-drip characteristics comprising intimately mixing in the absence of asbestos A. from about 20 to about 50% by weight of at least one reinforcing agent B. from about 2 to about 7% by weight of at least one Group Vb metal-containing compound, and C. the molten reaction product of 1. from about 40 to about 75% by weight of a copolyester of a. at least one alkane diol having 3 or 4 carbon atoms selected from the group consisting of 1,3-propane diol and 1,4-butane diol, b. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from 1 to 7 carbon atoms, and c. a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol, having the formula ##STR8## wherein the X' s represent bromine and/or chlorine atoms and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 10 to about 30% by weight of the copolyester composition, and
Claim 12
Dependent Claim 165 words
A process for preparing a reinforced flame retardant copolyester molding resin composition having non-drip characteristics comprising intimately mixing in the absence of asbestos A. from about 20 to about 50% by weight of at least one reinforcing agent B. from about 2 to about 7% by weight of at least one Group Vb metal-containing compound, and C. the molten reaction product of 1. from about 40 to about 75% by weight of a copolyester of a. at least one alkane diol having 3 or 4 carbon atoms selected from the group consisting of 1,3-propane diol and 1,4-butane diol, b. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from 1 to 7 carbon atoms, and c. a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol, having the formula ##STR8## wherein the X' s represent bromine and/or chlorine atoms and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 10 to about 30% by weight of the copolyester composition, and
Claim 13
Dependent Claim 66 words
from about .35 to about 4% by weight of at least one polycarbodiimide, which polycarbodiimide both a. is derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and b. contains at least three carbodiimide units per polycarbodiimide molecule, whereby said resulting reinforced copolyester molding resin composition is flame retardant and exhibits non-drip characteristics.
Claim 14
Dependent Claim 66 words
from about .35 to about 4% by weight of at least one polycarbodiimide, which polycarbodiimide both a. is derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and b. contains at least three carbodiimide units per polycarbodiimide molecule, whereby said resulting reinforced copolyester molding resin composition is flame retardant and exhibits non-drip characteristics.
Claim 15
Dependent Claim 30 words
The process of claim 8 wherein the reaction between the polycarbodiimide and the copolyester takes place simultaneously with the mixing of the copolyester, reinforcing agent, and Group Vb metal-containing compound.
Claim 16
Dependent Claim 28 words
The process of claim 8 wherein the reaction between the copolyester and the polycarbodiimide takes place prior to admixture with the reinforcing agent and Group Vb metal-containing compound.
Claim 17
Dependent Claim 81 words
The process of claim 8 wherein said polycarbodiimide may be selected from the group consisting of poly (tolyl carbodiimide), poly (4,4'-diphenylmethane carbodiimide), poly (3,3'-dimethyl-4,4'-biphenylene carbodiimide), poly (p-phenylene carbodiimide), poly (m-phenylene carbodiimide), poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide) and mixtures thereof, said reinforcing agent may be selected from the group consisting of glass fibers, graphite fibers, acicular calcium metasilicate and mixtures thereof, and wherein said reaction is carried out at a temperature of from about 225° to about 275° C and at substantially atmospheric pressure.
Claim 18
Dependent Claim 181 words
A process for preparing a reinforced flame retardant copolyester molding resin composition having non-drip characteristics consisting essentially of intimately mixing in the absence of asbestos A. from about 25 to about 45% by weight of at least one reinforcing agent selected from the group consisting essentially of glass fibers, graphite fibers, acicular calcium metasilicate and mixtures thereof, B. from about 3 to about 6% by weight of at least one Group Vb metal-containing compound, and C. the molten reaction product of 1. from about 50 to about 70% by weight of a copolyester of a. 1,4-butane diol, b. dimethyl terephthalate, and c. 2,2-bis[3,5-dibromo-4-(2-hydroxyethyl) phenyl] propane, and 2. from about 45 to about 3% by weight of a polycarbodiimide selected from the group consisting of poly (tolyl carbodiimide), poly (4,4'-diphenylmethane carbodiimide), poly (3,3'-dimethyl 4,4'-biphenylene carbodiimide), poly (p-phenylene carbodiimide), poly (m-phenylene carbodiimide), poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide), and mixtures thereof said reaction being conducted at a temperature of from about 230° to about 260° C and at substantially atmospheric pressure whereby said resulting reinforced copolyester molding resin composition is flame retardant and exhibits non-drip characteristics.
Claim 19
Dependent Claim 181 words
A process for preparing a reinforced flame retardant copolyester molding resin composition having non-drip characteristics consisting essentially of intimately mixing in the absence of asbestos A. from about 25 to about 45% by weight of at least one reinforcing agent selected from the group consisting essentially of glass fibers, graphite fibers, acicular calcium metasilicate and mixtures thereof, B. from about 3 to about 6% by weight of at least one Group Vb metal-containing compound, and C. the molten reaction product of 1. from about 50 to about 70% by weight of a copolyester of a. 1,4-butane diol, b. dimethyl terephthalate, and c. 2,2-bis[3,5-dibromo-4-(2-hydroxyethyl) phenyl] propane, and 2. from about 45 to about 3% by weight of a polycarbodiimide selected from the group consisting of poly (tolyl carbodiimide), poly (4,4'-diphenylmethane carbodiimide), poly (3,3'-dimethyl 4,4'-biphenylene carbodiimide), poly (p-phenylene carbodiimide), poly (m-phenylene carbodiimide), poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide), and mixtures thereof said reaction being conducted at a temperature of from about 230° to about 260° C and at substantially atmospheric pressure whereby said resulting reinforced copolyester molding resin composition is flame retardant and exhibits non-drip characteristics.
Claim 20
Dependent Claim 166 words
A reinforced flame retardant copolyester molding resin compound having non-drip characteristics comprising an intimte blend of A. at least one reinforcing agent B. at least one Group Vb metal-containing compound, and C. the reaction product of 1. a copolyester of a. at least one alkane diol having from two to six carbon atoms selected from the group consisting of ethylene glycol, 1,3-propane diol, 1,4-butane diol, 1,5-pentane diol, and 1,6-hexane diol, b. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from 1 to 7 carbon atoms, and c. a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol, having the formula ##STR9## wherein the aromatic nuclei of the p,p'-isopropylidenediphenol are substituted with from one to four halogen atoms, R is a bivalent hydrocarbon radical containing from two to six carbon atoms, m and n are integers from 1 to 10, and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 8 to about 40% by weight of the copolyester composition, and
Claim 21
Dependent Claim 166 words
A reinforced flame retardant copolyester molding resin compound having non-drip characteristics comprising an intimte blend of A. at least one reinforcing agent B. at least one Group Vb metal-containing compound, and C. the reaction product of 1. a copolyester of a. at least one alkane diol having from two to six carbon atoms selected from the group consisting of ethylene glycol, 1,3-propane diol, 1,4-butane diol, 1,5-pentane diol, and 1,6-hexane diol, b. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from 1 to 7 carbon atoms, and c. a halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol, having the formula ##STR9## wherein the aromatic nuclei of the p,p'-isopropylidenediphenol are substituted with from one to four halogen atoms, R is a bivalent hydrocarbon radical containing from two to six carbon atoms, m and n are integers from 1 to 10, and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 8 to about 40% by weight of the copolyester composition, and
Claim 22
Dependent Claim 57 words
at least one polycarbodiimide, which polycarbodiimide both a. is derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and b. contains at least three carbodiimide units per polycarbodiimide molecule, whereby said resulting reinforced copolyester molding resin composition is flane retardant and exhibits non-drip characteristics.
Claim 23
Dependent Claim 57 words
at least one polycarbodiimide, which polycarbodiimide both a. is derived from at least one aromatic diisocyanate which is either unsubstituted or contains up to one methyl substituent on each aromatic ring, and b. contains at least three carbodiimide units per polycarbodiimide molecule, whereby said resulting reinforced copolyester molding resin composition is flane retardant and exhibits non-drip characteristics.
Claim 24
Dependent Claim 37 words
The reinforced flame retardant copolyester molding resin composition of claim 13 wherein there is employed from about 15 to about 60% by weight reinforcing agent based upon the total weight of the reinforced copolyester molding resin composition.
Claim 25
Dependent Claim 18 words
The reinforced flame retardant copolyester molding resin composition of claim 14 wherein said reinforcing agent is glass fibers.
Claim 26
Dependent Claim 19 words
The reinforced flame retardant copolyester molding resin composition of claim 14 wherein said reinforcing agent is acicular calcium metasilicate.
Claim 27
Dependent Claim 26 words
The reinforced flame retardant copolyester molding resin composition of claim 15 wherein said copolyester comprises (a) 1,4-butane diol, (b) dimethyl terephthalate, and (c) 2,2-bis[3,5-dibromo-4-(2-hydroxyethoxy) phenyl] propane.
Claim 28
Dependent Claim 41 words
The reinforced flame retardant copolyester molding resin composition of claim 13 wherein said polycarbodiimide is selected from the group consisting of poly (tolyl carbodiimide), poly (4,4'-diphenylmethane carbodiimide), poly (3,3'-dimethyl-4,4'-biphenylene carbodiimide), poly (p-phenylene carbodiimide), poly(m-phenylene carbodiimide), poly (3,3'-dimethyl-4,4'-diphenylmethane carbodiimide), and mixtures thereof.
Claim 29
Dependent Claim 74 words
The reinforced flame retardant copolyester molding resin composition of claim 18 wherein said reinforced flame retardant copolyester composition comprises from about 15 to about 60% by weight reinforcing agent, from about 0.7 to about 10% by weight Group Vb metal-containing compound, from about 30 to about 80% by weight copolyester, and from about .25 to about 5% by weight polycarbodiimide based upon the total weight of the reinforced flame retardant copolyester molding resin composition.
Claim 30
Dependent Claim 176 words
A reinforced flame retardant copolyester molding resin composition consisting of from about 20 to about 50% by weight of at least one reinforcing agent, from about 2 to about 7% by weight of at least one Group Vb metal-containing compound intimately admixed with the reaction product of A. from about 40 to about 75% by weight of a copolyester comprising 1. at least one alkane diol having 3 or 4 carbon atoms selected from the group consisting of 1,3-propane diol and 1,4-butane diol, 2. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from one to seven carbon atoms, and 3. a halogenated derivative of bishydroxyethylether of p,p'-isopropylidenediphenol, having the structural formula ##STR10## wherein the X's represent bromine and/or chlorine atoms and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 10 to about 30% by weight of the copolyester composition, and B. from about .35 to about 4% by weight of a polycarbodiimide selected from the group consisting of poly (tolyl carbodiimide) poly (4,4'-diphenylmethane carbodiimide), and mixtures thereof.
Claim 31
Dependent Claim 176 words
A reinforced flame retardant copolyester molding resin composition consisting of from about 20 to about 50% by weight of at least one reinforcing agent, from about 2 to about 7% by weight of at least one Group Vb metal-containing compound intimately admixed with the reaction product of A. from about 40 to about 75% by weight of a copolyester comprising 1. at least one alkane diol having 3 or 4 carbon atoms selected from the group consisting of 1,3-propane diol and 1,4-butane diol, 2. terephthalic acid, isophthalic acid, or a dialkyl ester thereof wherein the alkyl radical contains from one to seven carbon atoms, and 3. a halogenated derivative of bishydroxyethylether of p,p'-isopropylidenediphenol, having the structural formula ##STR10## wherein the X's represent bromine and/or chlorine atoms and the halogenated derivative of the bishydroxyethylether of p,p'-isopropylidenediphenol comprises from about 10 to about 30% by weight of the copolyester composition, and B. from about .35 to about 4% by weight of a polycarbodiimide selected from the group consisting of poly (tolyl carbodiimide) poly (4,4'-diphenylmethane carbodiimide), and mixtures thereof.
Claim 32
Dependent Claim 51 words
The reinforced flame retardant copolyester molding resin composition of claim 20 wherein said reinforcing agent is glass, said Group Vb metal-containing compound is Sb 2 O 3 , said copolyester comprises the reaction product (a) 1,4-butane diol (b) dimethyl terephthalate, and (c) 2,2-bis[3,5, dibromo-4-(2-hydroxyethoxy)phenyl]propane, and said polycarbodiimide is poly (4,4'-diphenylmethane carbodiimide.

References Cited (Backward Citations)

US3193522A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-03 1981-04-04 1981-10-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-03 1985-04-04 1985-10-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-03 1989-04-04 1989-10-04 $7700.00 Window Closed / Lapsed

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