Patent US3919158A successfully refreshed from Google Patents.
US3919158A
Expired / Lapsed
US
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Polyvinyl chloride plasticized with mixed phosphate esters
Assignee: FMC Corp
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Filing: 1973-06-15
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Granted: 1975-11-11
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Expires: 1993-06-15
Abstract
Abstract Phosphorylated alkylated phenol/phenol ester mixtures in which the weight ratio of the alkyl moiety to the phenol moiety ranges from 0.05 to about 0.65, and the number of carbon atoms per alkyl moiety ranges from 3 to 16, preferably from 3 to 12, which mixtures have satisfactory viscosity range and impart to polymeric materials and especially to polyvinylchloride plasticized therewith good light and heat stability: a process for producing such phosphorylated alkylated phenol/phenol ester mixtures; and polymeric materials plasticized therewith.
Inventors
- 👤 Donald Richard Randell
- 👤 Wilfred Pickles
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 12:19
CPC Classifications
C; C10; C10M; C10M1/00; C10M1/08; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/12; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/52; C08K5/521; C08K5/523; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/26; C10L1/2633; C10L1/2641; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10N; C10N2040/00; C10N2040/08; C10N2050/00; C10N2050/015; C10N2050/02
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
105 words
A COMPOSITION CONSISTING ESSENTIALLY OF POLYVINYL CHLORIDE AND AS PLACTICIZER THEREFOR A PLACTICING AMOUNT OF A PHOSPHATE ESTER COMPOSITION CONSISTING ESSENTIALLY OF A PHOPHORYLATED C3- OR C4 ALKYLTED PHENOL/PHENOL ESTER MIXTURE WHEREIN THE WEIGHT RATIO OF THE ALKYL MOIETY TO PHENOL MOIETY RANGES FROM 0.05 TO ABOUT 0.05, WHICH ESTER IS PREPARED BY STEPS COMPRISING: A. ALKYLATING AT A TEMPERATURE OF FROM ABOUT 15* TO 250*C. IN THE PRESENCE OF A LEWIS ACID OR A BRONSTED ACID AS CATALYST, PHENOL WITH PROPYLENE OF BUTADENE TO OBTAN AN ISOPROPYLATED OR SEC-BUTYLATED PHENOL REACTION MIXTURE, AND B. REACTING SAID ALKYLTED PHENOL REACTION MIXTURE WITH A PHOSPHORYLATING AGENT.
Claim 2
Dependent Claim
105 words
A COMPOSITION CONSISTING ESSENTIALLY OF POLYVINYL CHLORIDE AND AS PLACTICIZER THEREFOR A PLACTICING AMOUNT OF A PHOSPHATE ESTER COMPOSITION CONSISTING ESSENTIALLY OF A PHOPHORYLATED C3- OR C4 ALKYLTED PHENOL/PHENOL ESTER MIXTURE WHEREIN THE WEIGHT RATIO OF THE ALKYL MOIETY TO PHENOL MOIETY RANGES FROM 0.05 TO ABOUT 0.05, WHICH ESTER IS PREPARED BY STEPS COMPRISING: A. ALKYLATING AT A TEMPERATURE OF FROM ABOUT 15* TO 250*C. IN THE PRESENCE OF A LEWIS ACID OR A BRONSTED ACID AS CATALYST, PHENOL WITH PROPYLENE OF BUTADENE TO OBTAN AN ISOPROPYLATED OR SEC-BUTYLATED PHENOL REACTION MIXTURE, AND B. REACTING SAID ALKYLTED PHENOL REACTION MIXTURE WITH A PHOSPHORYLATING AGENT.
Claim 3
Dependent Claim
24 words
A composition according to claim 1 wherein at least part of the alkylation catalyst is removed from the alkylation reaction mixture prior to phosphorylation.
Claim 4
Dependent Claim
40 words
A composition according to claim 1 wherein the phosphorylating agent is selected from the group consisting of phosphorus oxychloride, phosphorus oxybromide and phosphoric acid and step (b) is conducted at 15* to 250*C. in the presence of a Lewis acid.
Claim 5
Dependent Claim
11 words
A composition according to claim 1 wherein the propylene is employed.
Claim 6
Dependent Claim
22 words
A composition according to claim 1 wherein the weight ratio of the alkyl moiety to phenol moiety ranges from 0.1 to 0.4.
Claim 7
Dependent Claim
21 words
A composition according to claim 1 wherein the weight ratio of alkyl moiety to phenol moiety ranges from 0.07 to 0.5.
Claim 8
Dependent Claim
97 words
A composition consisting essentially of polyvinylchloride and as a triaryl phosphate plasticizer therefore, a plasticizing amount of a phosphorylated isopropylated phenol/phenol ester mixture wherein the weight ratio of the isopropyl moiety to phenol moiety ranges from 0.1 to 0.4, which ester is prepared by steps comprising: a. alkylating at a temperature of from about 40*C to 175*C in the presence of a Lewis acid or a Bronsted acid as catalyst, phenol with propylene to obtain an isopropylated phenol reaction mixture, and b. reacting said isopropylated phenol reaction mixture with a phosphorylating agent at about 100*C to 225*C.
Claim 9
Dependent Claim
97 words
A composition consisting essentially of polyvinylchloride and as a triaryl phosphate plasticizer therefore, a plasticizing amount of a phosphorylated isopropylated phenol/phenol ester mixture wherein the weight ratio of the isopropyl moiety to phenol moiety ranges from 0.1 to 0.4, which ester is prepared by steps comprising: a. alkylating at a temperature of from about 40*C to 175*C in the presence of a Lewis acid or a Bronsted acid as catalyst, phenol with propylene to obtain an isopropylated phenol reaction mixture, and b. reacting said isopropylated phenol reaction mixture with a phosphorylating agent at about 100*C to 225*C.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-11-10 | 1979-05-12 | 1979-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-11-10 | 1983-05-12 | 1983-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-11-10 | 1987-05-12 | 1987-11-11 | $7700.00 | Window Closed / Lapsed |