Tricyclohexyl borates

The invention comprises tri-(cis-2-cyclohexyl-cyclohexyl) borate, tri - (trans - 2 - cyclohexyl-cyclohexyl) borate, tri - (cis - 2 - phenyl - cyclohexyl) borate, and tri-(trans-2-phenylcyclohexyl) borate and a process for preparing tri-cyclohexyl borates of the formula where R is aryl or cyclohexyl...

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Hauptverfasser: FAJANS EDGAR W, HUNTER DON LESTER
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HUNTER DON LESTER
description The invention comprises tri-(cis-2-cyclohexyl-cyclohexyl) borate, tri - (trans - 2 - cyclohexyl-cyclohexyl) borate, tri - (cis - 2 - phenyl - cyclohexyl) borate, and tri-(trans-2-phenylcyclohexyl) borate and a process for preparing tri-cyclohexyl borates of the formula where R is aryl or cyclohexyl (either of which may be substituted or unsubstituted), and X is hydrogen, halogen, alkyl, aryl, or alkoxyl and each X may be the same or different, by the process of the parent Specification, wherein the alcoholic starting-material used is the cis- or trans-isomer of the 2-substituted cyclohexanol of the formula where n is 4 and R and X have the above significance, or a mixture of two or of three differently substituted cyclohexanols of the above formula. The 2-substituted cyclohexanols mentioned are those specified in the parent Specification and 2-(penta-chlorophenyl) cyclohexanol. The products obtained from the corresponding alcoholic starting materials mentioned above are mixtures of racemic esters of tri-(cis - 2 - substituted - cyclohexyl)- or of tri-(trans - 2 - substituted - cyclohexyl) - borates respectively, and mixed esters derived from the different 2-substituted cyclohexanols, e.g. a mixture of 1 mole. of 2-cyclohexylcyclohexanol and 2 moles. of 2-phenylcyclohexanol yields 2-cyclohexylcyclohexyl - di - (2 - phenylcyclo - hexyl) borate. In examples: (1) tri-(cis-2-cyclohexylcyclohexyl) borate is prepared by refluxing cis-2-cyclohexanol with boric acid and xylene and azeotroping off the water as formed; (2) tri-(cis-2-phenylcyclohexyl) borate and tri-(trans-2-phenylcyclohexyl) borate respectively are similarly prepared from cis- and trans-2-phenylcyclohexanols separated from commercial 2-phenylcyclohexanol by fractional crystallization from petroleum ether.
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The 2-substituted cyclohexanols mentioned are those specified in the parent Specification and 2-(penta-chlorophenyl) cyclohexanol. The products obtained from the corresponding alcoholic starting materials mentioned above are mixtures of racemic esters of tri-(cis - 2 - substituted - cyclohexyl)- or of tri-(trans - 2 - substituted - cyclohexyl) - borates respectively, and mixed esters derived from the different 2-substituted cyclohexanols, e.g. a mixture of 1 mole. of 2-cyclohexylcyclohexanol and 2 moles. of 2-phenylcyclohexanol yields 2-cyclohexylcyclohexyl - di - (2 - phenylcyclo - hexyl) borate. In examples: (1) tri-(cis-2-cyclohexylcyclohexyl) borate is prepared by refluxing cis-2-cyclohexanol with boric acid and xylene and azeotroping off the water as formed; (2) tri-(cis-2-phenylcyclohexyl) borate and tri-(trans-2-phenylcyclohexyl) borate respectively are similarly prepared from cis- and trans-2-phenylcyclohexanols separated from commercial 2-phenylcyclohexanol by fractional crystallization from petroleum ether.</description><language>eng</language><subject>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM ; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE ORUNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL ; CHEMICAL RIPENING OF FRUIT OR VEGETABLES ; CHEMISTRY ; FIRELIGHTERS ; FOODS OR FOODSTUFFS ; FUELS ; FUELS NOT OTHERWISE PROVIDED FOR ; HUMAN NECESSITIES ; LIQUEFIED PETROLEUM GAS ; LUBRICANTS ; METALLURGY ; NATURAL GAS ; ORGANIC CHEMISTRY ; PEAT ; PETROLEUM, GAS OR COKE INDUSTRIES ; PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT,VEGETABLES, EDIBLE SEEDS ; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BYSUBCLASSES C10G, C10K ; TECHNICAL GASES CONTAINING CARBON MONOXIDE ; THE PRESERVED, RIPENED, OR CANNED PRODUCTS ; THEIR TREATMENT, NOT COVERED BY OTHER CLASSES</subject><creationdate>1957</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19571204&amp;DB=EPODOC&amp;CC=GB&amp;NR=787146A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,778,883,25551,76302</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19571204&amp;DB=EPODOC&amp;CC=GB&amp;NR=787146A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>FAJANS EDGAR W</creatorcontrib><creatorcontrib>HUNTER DON LESTER</creatorcontrib><title>Tricyclohexyl borates</title><description>The invention comprises tri-(cis-2-cyclohexyl-cyclohexyl) borate, tri - (trans - 2 - cyclohexyl-cyclohexyl) borate, tri - (cis - 2 - phenyl - cyclohexyl) borate, and tri-(trans-2-phenylcyclohexyl) borate and a process for preparing tri-cyclohexyl borates of the formula &lt;FORM:0787146/IV (b)/1&gt; where R is aryl or cyclohexyl (either of which may be substituted or unsubstituted), and X is hydrogen, halogen, alkyl, aryl, or alkoxyl and each X may be the same or different, by the process of the parent Specification, wherein the alcoholic starting-material used is the cis- or trans-isomer of the 2-substituted cyclohexanol of the formula &lt;FORM:0787146/IV (b)/2&gt; where n is 4 and R and X have the above significance, or a mixture of two or of three differently substituted cyclohexanols of the above formula. The 2-substituted cyclohexanols mentioned are those specified in the parent Specification and 2-(penta-chlorophenyl) cyclohexanol. The products obtained from the corresponding alcoholic starting materials mentioned above are mixtures of racemic esters of tri-(cis - 2 - substituted - cyclohexyl)- or of tri-(trans - 2 - substituted - cyclohexyl) - borates respectively, and mixed esters derived from the different 2-substituted cyclohexanols, e.g. a mixture of 1 mole. of 2-cyclohexylcyclohexanol and 2 moles. of 2-phenylcyclohexanol yields 2-cyclohexylcyclohexyl - di - (2 - phenylcyclo - hexyl) borate. In examples: (1) tri-(cis-2-cyclohexylcyclohexyl) borate is prepared by refluxing cis-2-cyclohexanol with boric acid and xylene and azeotroping off the water as formed; (2) tri-(cis-2-phenylcyclohexyl) borate and tri-(trans-2-phenylcyclohexyl) borate respectively are similarly prepared from cis- and trans-2-phenylcyclohexanols separated from commercial 2-phenylcyclohexanol by fractional crystallization from petroleum ether.</description><subject>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</subject><subject>ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE ORUNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL</subject><subject>CHEMICAL RIPENING OF FRUIT OR VEGETABLES</subject><subject>CHEMISTRY</subject><subject>FIRELIGHTERS</subject><subject>FOODS OR FOODSTUFFS</subject><subject>FUELS</subject><subject>FUELS NOT OTHERWISE PROVIDED FOR</subject><subject>HUMAN NECESSITIES</subject><subject>LIQUEFIED PETROLEUM GAS</subject><subject>LUBRICANTS</subject><subject>METALLURGY</subject><subject>NATURAL GAS</subject><subject>ORGANIC CHEMISTRY</subject><subject>PEAT</subject><subject>PETROLEUM, GAS OR COKE INDUSTRIES</subject><subject>PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT,VEGETABLES, EDIBLE SEEDS</subject><subject>SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BYSUBCLASSES C10G, C10K</subject><subject>TECHNICAL GASES CONTAINING CARBON MONOXIDE</subject><subject>THE PRESERVED, RIPENED, OR CANNED PRODUCTS</subject><subject>THEIR TREATMENT, NOT COVERED BY OTHER CLASSES</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>1957</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZBANKcpMrkzOyc9IrajMUUjKL0osSS3mYWBNS8wpTuWF0twMcm6uIc4euqkF-fGpxQWJyal5qSXx7k7mFuaGJmaOxgQVAADeNSBL</recordid><startdate>19571204</startdate><enddate>19571204</enddate><creator>FAJANS EDGAR W</creator><creator>HUNTER DON LESTER</creator><scope>EVB</scope></search><sort><creationdate>19571204</creationdate><title>Tricyclohexyl borates</title><author>FAJANS EDGAR W ; HUNTER DON LESTER</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_GB787146A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1957</creationdate><topic>ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM</topic><topic>ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE ORUNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL</topic><topic>CHEMICAL RIPENING OF FRUIT OR VEGETABLES</topic><topic>CHEMISTRY</topic><topic>FIRELIGHTERS</topic><topic>FOODS OR FOODSTUFFS</topic><topic>FUELS</topic><topic>FUELS NOT OTHERWISE PROVIDED FOR</topic><topic>HUMAN NECESSITIES</topic><topic>LIQUEFIED PETROLEUM GAS</topic><topic>LUBRICANTS</topic><topic>METALLURGY</topic><topic>NATURAL GAS</topic><topic>ORGANIC CHEMISTRY</topic><topic>PEAT</topic><topic>PETROLEUM, GAS OR COKE INDUSTRIES</topic><topic>PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT,VEGETABLES, EDIBLE SEEDS</topic><topic>SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BYSUBCLASSES C10G, C10K</topic><topic>TECHNICAL GASES CONTAINING CARBON MONOXIDE</topic><topic>THE PRESERVED, RIPENED, OR CANNED PRODUCTS</topic><topic>THEIR TREATMENT, NOT COVERED BY OTHER CLASSES</topic><toplevel>online_resources</toplevel><creatorcontrib>FAJANS EDGAR W</creatorcontrib><creatorcontrib>HUNTER DON LESTER</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>FAJANS EDGAR W</au><au>HUNTER DON LESTER</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Tricyclohexyl borates</title><date>1957-12-04</date><risdate>1957</risdate><abstract>The invention comprises tri-(cis-2-cyclohexyl-cyclohexyl) borate, tri - (trans - 2 - cyclohexyl-cyclohexyl) borate, tri - (cis - 2 - phenyl - cyclohexyl) borate, and tri-(trans-2-phenylcyclohexyl) borate and a process for preparing tri-cyclohexyl borates of the formula &lt;FORM:0787146/IV (b)/1&gt; where R is aryl or cyclohexyl (either of which may be substituted or unsubstituted), and X is hydrogen, halogen, alkyl, aryl, or alkoxyl and each X may be the same or different, by the process of the parent Specification, wherein the alcoholic starting-material used is the cis- or trans-isomer of the 2-substituted cyclohexanol of the formula &lt;FORM:0787146/IV (b)/2&gt; where n is 4 and R and X have the above significance, or a mixture of two or of three differently substituted cyclohexanols of the above formula. The 2-substituted cyclohexanols mentioned are those specified in the parent Specification and 2-(penta-chlorophenyl) cyclohexanol. The products obtained from the corresponding alcoholic starting materials mentioned above are mixtures of racemic esters of tri-(cis - 2 - substituted - cyclohexyl)- or of tri-(trans - 2 - substituted - cyclohexyl) - borates respectively, and mixed esters derived from the different 2-substituted cyclohexanols, e.g. a mixture of 1 mole. of 2-cyclohexylcyclohexanol and 2 moles. of 2-phenylcyclohexanol yields 2-cyclohexylcyclohexyl - di - (2 - phenylcyclo - hexyl) borate. In examples: (1) tri-(cis-2-cyclohexylcyclohexyl) borate is prepared by refluxing cis-2-cyclohexanol with boric acid and xylene and azeotroping off the water as formed; (2) tri-(cis-2-phenylcyclohexyl) borate and tri-(trans-2-phenylcyclohexyl) borate respectively are similarly prepared from cis- and trans-2-phenylcyclohexanols separated from commercial 2-phenylcyclohexanol by fractional crystallization from petroleum ether.</abstract><oa>free_for_read</oa></addata></record>
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subjects ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE ORUNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL
CHEMICAL RIPENING OF FRUIT OR VEGETABLES
CHEMISTRY
FIRELIGHTERS
FOODS OR FOODSTUFFS
FUELS
FUELS NOT OTHERWISE PROVIDED FOR
HUMAN NECESSITIES
LIQUEFIED PETROLEUM GAS
LUBRICANTS
METALLURGY
NATURAL GAS
ORGANIC CHEMISTRY
PEAT
PETROLEUM, GAS OR COKE INDUSTRIES
PRESERVING, e.g. BY CANNING, MEAT, FISH, EGGS, FRUIT,VEGETABLES, EDIBLE SEEDS
SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BYSUBCLASSES C10G, C10K
TECHNICAL GASES CONTAINING CARBON MONOXIDE
THE PRESERVED, RIPENED, OR CANNED PRODUCTS
THEIR TREATMENT, NOT COVERED BY OTHER CLASSES
title Tricyclohexyl borates
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