UST908001I4 - Defensive publication - Google Patents
Defensive publication Download PDFInfo
- Publication number
- UST908001I4 UST908001I4 US908001DH UST908001I4 US T908001 I4 UST908001 I4 US T908001I4 US 908001D H US908001D H US 908001DH US T908001 I4 UST908001 I4 US T908001I4
- Authority
- US
- United States
- Prior art keywords
- esters
- substituted
- polymerization
- acids
- acrylic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/50—Use of additives, e.g. for stabilisation
Definitions
- R is an alkyl radical of from four to five carbon atoms.
- the 2,5-di-substituted alkylhydroquinone may be added either directly to the acrylic and methacrylic acids and esters thereof or to the reaction mixture from which the acids and esters are prepared.
- these substituted alkylhydroquinones are added to the reaction mixture it has been found that they not only effectively prevent polymerization of the acid or ester during the synthesis process, but also remain in the synthesized products thereby effectively inhibiting their polymerization during storage.
- the substituted alkylh'ydroquinones polymerization inhibitors of this invention do not contribute any undesirable color or m any way interfere with successful subsequent processing of the acids or esters into any desired ultimate product.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polymerisation Methods In General (AREA)
Abstract
UNDESIRED POLYMERIZATION OF ACRYLIC AND METHACRYLIC ACIDS AND ESTERS THEREOF CAN BE PREVENTED BY ADDING THERETO FROM ABOUT 200 TO ABOUT 20,000 PARTS PER MILLION BY WEIGHT OF AT LEAST ONE 2,5-DI-SUBSTITUTED ALKYLHYDROQUINONE HAVING THE GENERAL FORMULA:
2,5-DI(R)-HYDROQUINONE
WHEREIN R IS AN ALKYL RADICAL OF FROM FOUR TO FIVE CARBON ATOMS. THE 2,5-DI-SUBSTITUTED ALKYLHYDROQUINONE MAY BE ADDED EITHER DIRECTLY TO THE ACRYLIC AND METHACRYLIC ACIDS AND ESTERS THEREOF OR TO THE REACTION MIXTURE FROM WHICH THE ACIDS AND ESTERS ARE PREPARED. WHEN THESE SUBSTITUTED ALKYLHYDROWQUINONES ARE ADDED TO THE REACTION MIXTURE IT HAS BEEN FOUND THAT THEY NOT ONLY EFFECTIVELY PREVENT POLYMERIZATION OF THE ACID OR ESTER DURING THE SYNTHESIS PROCESS, BUT ALSO REMAIN IN THE SYNTHESIZED PRODUCTS THEREBY EFFECTIVELY INHIBITING THEIR POLYMERIZATION DURING STORATE. THE SUBSTITUTED ALKYLHYDROQUINONES POLYMERIZATION INHIBITORS OF THIS INVENTION DO NOT CONTRIBUTE ANY UNDESIRABLE COLOR OR IN ANY WAY INTERFERE WITH SUCCESSFUL SUBSEQUENT PROCESSING OF THE ACIDS OR ESTERS INTO ANY DESIRED ULTIMATE PRODUCT.
2,5-DI(R)-HYDROQUINONE
WHEREIN R IS AN ALKYL RADICAL OF FROM FOUR TO FIVE CARBON ATOMS. THE 2,5-DI-SUBSTITUTED ALKYLHYDROQUINONE MAY BE ADDED EITHER DIRECTLY TO THE ACRYLIC AND METHACRYLIC ACIDS AND ESTERS THEREOF OR TO THE REACTION MIXTURE FROM WHICH THE ACIDS AND ESTERS ARE PREPARED. WHEN THESE SUBSTITUTED ALKYLHYDROWQUINONES ARE ADDED TO THE REACTION MIXTURE IT HAS BEEN FOUND THAT THEY NOT ONLY EFFECTIVELY PREVENT POLYMERIZATION OF THE ACID OR ESTER DURING THE SYNTHESIS PROCESS, BUT ALSO REMAIN IN THE SYNTHESIZED PRODUCTS THEREBY EFFECTIVELY INHIBITING THEIR POLYMERIZATION DURING STORATE. THE SUBSTITUTED ALKYLHYDROQUINONES POLYMERIZATION INHIBITORS OF THIS INVENTION DO NOT CONTRIBUTE ANY UNDESIRABLE COLOR OR IN ANY WAY INTERFERE WITH SUCCESSFUL SUBSEQUENT PROCESSING OF THE ACIDS OR ESTERS INTO ANY DESIRED ULTIMATE PRODUCT.
Description
DEFENSIVE PUBLICATION UNITED STATES PATENT OFFICE Published at the request of the applicant or owner in accordance with the Notice of Dec. 16, 1969, 869 0.G. 687. The abstracts of Defensive Publication applications are identified by distinctly numbered series and are arranged chronologically. The heading of each abstract indicates the number of pages of specification, including claims and sheets of drawings contained in the application as originally filed. The files of these applications are available to the public-for inspection. and reproduction may be purchased for 30 cents a sheet.
Defensive Publication applications have not been examined as to the merits of alleged invention. The Patent Otfice makes no assertion as to the novelty of the disclosed subject matter.
PUBLISHED MARCH 27, 1973 T908,00l 'INHIBITING POLYMERIZATION 0F ACRYLIC AND METHACRYLIC ACIDS AND ESTERS THEREOF John E. Besser, 4422 Harbor Drive, Kingsport, Tenn. 37662 Filed Feb. 14, 1971, Ser. No. 118,506 Int. Cl. C07c 69/54 U.S. Cl. 260-486 R No Drawing. 12 Pages Specification Undesired polymerization of acrylic and methacrylic acids and esters thereof can be prevented by adding thereto from about 200 to about 20,000 parts per million by weight of at least one 2,5-di-substituted alkylhydroquinone having the general formula:
wherein R is an alkyl radical of from four to five carbon atoms. The 2,5-di-substituted alkylhydroquinone may be added either directly to the acrylic and methacrylic acids and esters thereof or to the reaction mixture from which the acids and esters are prepared. When these substituted alkylhydroquinones are added to the reaction mixture it has been found that they not only effectively prevent polymerization of the acid or ester during the synthesis process, but also remain in the synthesized products thereby effectively inhibiting their polymerization during storage. The substituted alkylh'ydroquinones polymerization inhibitors of this invention do not contribute any undesirable color or m any way interfere with successful subsequent processing of the acids or esters into any desired ultimate product.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11850671A | 1971-02-14 | 1971-02-14 |
Publications (1)
Publication Number | Publication Date |
---|---|
UST908001I4 true UST908001I4 (en) | 1973-03-27 |
Family
ID=22379022
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US908001D Pending UST908001I4 (en) | 1971-02-14 | 1971-02-14 | Defensive publication |
Country Status (1)
Country | Link |
---|---|
US (1) | UST908001I4 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080004383A1 (en) * | 2006-06-30 | 2008-01-03 | Masataka Nakamura | Acryloyl materials for molded plastics |
US20080004401A1 (en) * | 2006-06-30 | 2008-01-03 | Masataka Nakamura | Siloxanyl materials for molded plastics |
US20080081894A1 (en) * | 2006-09-29 | 2008-04-03 | Kazuhiko Fujisawa | Hydrolysis-resistant silicone compounds |
US20080119627A1 (en) * | 2006-11-22 | 2008-05-22 | Masataka Nakamura | Methods for purifying siloxanyl monomers |
US7897654B2 (en) | 2007-12-27 | 2011-03-01 | Johnson & Johnson Vision Care Inc. | Silicone prepolymer solutions |
US8399539B2 (en) | 2007-06-29 | 2013-03-19 | Johnson & Johnson Vision Care, Inc. | Soluble silicone prepolymers |
-
1971
- 1971-02-14 US US908001D patent/UST908001I4/en active Pending
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20080004401A1 (en) * | 2006-06-30 | 2008-01-03 | Masataka Nakamura | Siloxanyl materials for molded plastics |
US8053539B2 (en) | 2006-06-30 | 2011-11-08 | Johnson & Johnson Vision Care Inc. | Siloxanyl materials for molded plastics |
US20080004383A1 (en) * | 2006-06-30 | 2008-01-03 | Masataka Nakamura | Acryloyl materials for molded plastics |
US8569538B2 (en) | 2006-06-30 | 2013-10-29 | Johnson & Johnson Vision Care, Inc. | Acryloyl materials for molded plastics |
US8921449B2 (en) | 2006-09-29 | 2014-12-30 | Johnson & Johnson Vision Care Inc. | Hydrolysis-resistant silicone compounds |
US20080081894A1 (en) * | 2006-09-29 | 2008-04-03 | Kazuhiko Fujisawa | Hydrolysis-resistant silicone compounds |
US7838698B2 (en) | 2006-09-29 | 2010-11-23 | Johnson & Johnson Vision Care, Inc. | Hydrolysis-resistant silicone compounds |
US20110028673A1 (en) * | 2006-09-29 | 2011-02-03 | Kazuhiko Fujisawa | Hydrolysis-resistant silicone compounds |
US9056878B2 (en) | 2006-09-29 | 2015-06-16 | Johnson & Johnson Vision Care, Inc. | Hydrolysis-resistant silicone compounds |
US8357818B2 (en) | 2006-09-29 | 2013-01-22 | Johnson & Johnson Vision Care, Inc. | Hydrolysis-resistant silicone compounds |
US20080119627A1 (en) * | 2006-11-22 | 2008-05-22 | Masataka Nakamura | Methods for purifying siloxanyl monomers |
US8399539B2 (en) | 2007-06-29 | 2013-03-19 | Johnson & Johnson Vision Care, Inc. | Soluble silicone prepolymers |
US7897654B2 (en) | 2007-12-27 | 2011-03-01 | Johnson & Johnson Vision Care Inc. | Silicone prepolymer solutions |
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