CALLERY BYLINE

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CALLERY BYLINE News, views and theories on the application of Boron chemicals for better end-products Trialkyl boranes: new isomerization-polymerization catalyst The alkyl groups of Trialkyl Boranes isomerize at temperatures on the order of 160°C. This permits use of Trialkyl Bo- ranes in exchange reactions to isom- erize internal olefins to terminal ole- fins. In addition, either type of olefin may be used to produce terminal (primary) alcohols by oxidation of the isomerized Trialkyl Borane. For example: mixed hexenes give a nine- ty per cent yield of 1-hexanol by this process. These reactions have poten- tial application in the petro-chemical, pharmaceutical, fatty acid and essen- tial oil industry. Trialkyl Boranes also promote polymerization of vinyl-type mono- mers at lower temperatures than are practical with other catalysts. The result is increased regularity in the polymers. Thus, vinyl chloride is polymerized to a product that is insoluble in solvents for conventional poly (vinyl chloride). Among other compounds polymerized by Trialkyl Boranes are methacrylic and acrylic esters, acrylonitrile, styrene. Emul- sion polymerization is possible be- cause Trialkyl Boranes do not react with water. Oxidizing agents, including air, must be avoided, but otherwise boron carbon bonds are very stable. Triethylborane and the higher Tri- alkyl Boranes are generally soluble in hydrocarbons, insoluble in water, and not reactive with either. They are miscible with most organic sol- vents. Trialkyl Boranes are reducing agents at higher temperatures. Spon- taneous flammability decreases as the molecular weight of the n-alkyl group increases. If you'd like our Technical Bul- letin C-310 or Handling Bulletin C-311 on the Trialkyl Boranes, just fill in the coupon below. Two acid hydroxy groups for esterification with alcohols Ready esterification by Alkyl Boric Acids of residual hydroxyl groups, as in poly (vinyl alcohols), imparts water resistance and toughness to the result- ing films and fibers. As a bonus, the boron may add some flame resistance to the polymer. The two acid hydroxy groups present obvious opportunities for esterification with numerous alco- hols. The resulting esters should be resistant to oxidation and hydrolysis. Nonyl and Dodecyl Boric Acids are miscible in hydrocarbons, ethers, and ketones. We also have available a num- ber of other Alkyl Boric Acids with from 4 to 18 carbon atoms in the alkyl group and with corresponding varia- tion in degree of non-aqueous solu- bility. Nonyl and Dodecyl Boric Acids ap- pear to be quite stable to either acid solutions or alkaline aqueous solutions at ordinary temperatures. Autoclave conditions, about 150°C, are required for hydrolysis. For a more complete rundown on characteristics and properties of Alkyl Boric Acids, check coupon below for Technical Bulletin C-710. New color improver The slow reduction of carbonyl groups can prevent their accumulation and later formation of acids and color in systems susceptible to autoxidation. For example, a low concentration of Pyridine-Borane as a synergist with N- methyl pyrrole can prevent discolora- tion of perchloro solvents. Trace quan- tities of carbonyl found in oxo-alcohols can be "cleaned up" by small amounts of Amine Boranes. Unique hydroboration- isomerization reaction for producing alcohols Amine-Boranes rapidly, efficiently, and conveniently shift internal olefinic un- saturation to the terminal position. This hydroboration -isomerization reaction can be used as a unique method to con- vert olefins to Trialkyl Boranes, and, by subsequent oxidation, to primary or secondary alcohols. Dimethylamine-Borane, (CH») 2NH: BFL; Trimethylamine-Borane, (CH ;1 ) 3 N:BHa (white solids), and Pyridine- Borane, CsHnNiBHa (a light amber liquid) are available now. Other Amine- Boranes with longer alkyl groups can be prepared. Clip the coupon below and send it on to us for our Technical Bulletin C-200 on Amine-Boranes. Fuel for rockets, ramjets, turbojets With a heat of combustion of 31,000 Btu/lb and extremely good combustion properties, Diborane is an attractive fuel for air breathing engines. Dibo- rane, a gas at standard conditions, can easily be liquefied (boiling point -134°F). With modern insulating methods, it can be stored for long peri- ods. Its specific gravity at a tempera- ture slightly above its melting point (-265°F) is 0.56, so that it contains more Btu/gallon than JP fuels. Dibo- rane has excellent heat-sink capabilities. Our Technical Bulletin C-020 has detailed information on this product. Use coupon below. Clip coupon for technical bulletins GALLERY CHEMICAL COMPANY Callery Chemical Company P.O. Box 11145 Pittsburgh 37, Pennsylvania Please send me bulletin numbers checked below: C-310 Trialkyl Boranes C-200 Amine-Boranes C-311 Trialkyl Borane Handling C-710 Alkyl Boric Acids Bulletin C-020 Diborane Name Title Company_ Address City _Zone_ _State_ C & E N 107

Transcript of CALLERY BYLINE

CALLERY BYLINE News, views and theories on the application of Boron chemicals for better end-products

Trialkyl boranes: new isomerization-polymerization catalyst The alkyl groups of Trialkyl Boranes isomerize at temperatures on the order of 160°C.

This permits use of Trialkyl Bo­ranes in exchange reactions to isom­erize internal olefins to terminal ole­fins. In addition, either type of olefin may be used to produce terminal (primary) alcohols by oxidation of the isomerized Trialkyl Borane. For example: mixed hexenes give a nine­ty per cent yield of 1-hexanol by this process. These reactions have poten­tial application in the petro-chemical, pharmaceutical, fatty acid and essen­tial oil industry.

Trialkyl Boranes also promote polymerization of vinyl-type mono­mers at lower temperatures than are practical with other catalysts.

The result is increased regularity in the polymers. Thus, vinyl chloride is polymerized to a product that is insoluble in solvents for conventional

poly (vinyl chloride). Among other compounds polymerized by Trialkyl Boranes are methacrylic and acrylic esters, acrylonitrile, styrene. Emul­sion polymerization is possible be­cause Trialkyl Boranes do not react with water.

Oxidizing agents, including air, must be avoided, but otherwise boron carbon bonds are very stable.

Triethylborane and the higher Tri­alkyl Boranes are generally soluble in hydrocarbons, insoluble in water, and not reactive with either. They are miscible with most organic sol­vents. Trialkyl Boranes are reducing agents at higher temperatures. Spon­taneous flammability decreases as the molecular weight of the n-alkyl group increases.

If you'd like our Technical Bul­letin C-310 or Handling Bulletin C-311 on the Trialkyl Boranes, just fill in the coupon below.

Two acid hydroxy groups for esterification with alcohols

Ready esterification by Alkyl Boric Acids of residual hydroxyl groups, as in poly (vinyl alcohols), imparts water resistance and toughness to the result­ing films and fibers. As a bonus, the boron may add some flame resistance to the polymer. The two acid hydroxy groups present obvious opportunities for esterification with numerous alco­hols. The resulting esters should be resistant to oxidation and hydrolysis.

Nonyl and Dodecyl Boric Acids are miscible in hydrocarbons, ethers, and ketones. We also have available a num­ber of other Alkyl Boric Acids with from 4 to 18 carbon atoms in the alkyl group and with corresponding varia­tion in degree of non-aqueous solu­bility.

Nonyl and Dodecyl Boric Acids ap­pear to be quite stable to either acid solutions or alkaline aqueous solutions at ordinary temperatures. Autoclave conditions, about 150°C, are required for hydrolysis.

For a more complete rundown on characteristics and properties of Alkyl Boric Acids, check coupon below for Technical Bulletin C-710.

New color improver The slow reduction of carbonyl groups can prevent their accumulation and later formation of acids and color in systems susceptible to autoxidation. For example, a low concentration of Pyridine-Borane as a synergist with N-methyl pyrrole can prevent discolora­tion of perchloro solvents. Trace quan­tities of carbonyl found in oxo-alcohols can be "cleaned up" by small amounts of Amine Boranes.

Unique hydroboration-isomerization reaction for producing alcohols

Amine-Boranes rapidly, efficiently, and conveniently shift internal olefinic un-saturation to the terminal position. This hydroboration -isomerization reaction can be used as a unique method to con­vert olefins to Trialkyl Boranes, and, by subsequent oxidation, to primary or secondary alcohols.

Dimethylamine-Borane, (CH») 2NH: BFL; Trimethylamine-Borane, (CH;1)3 N:BHa (white solids), and Pyridine-Borane, CsHnNiBHa (a light amber liquid) are available now. Other Amine-Boranes with longer alkyl groups can be prepared.

Clip the coupon below and send it on to us for our Technical Bulletin C-200 on Amine-Boranes.

Fuel for rockets, ramjets, turbojets

With a heat of combustion of 31,000 Btu/lb and extremely good combustion properties, Diborane is an attractive fuel for air breathing engines. Dibo­rane, a gas at standard conditions, can easily be liquefied (boiling point -134°F). With modern insulating methods, it can be stored for long peri­ods. Its specific gravity at a tempera­ture slightly above its melting point (-265°F) is 0.56, so that it contains more Btu/gallon than JP fuels. Dibo­rane has excellent heat-sink capabilities.

Our Technical Bulletin C-020 has detailed information on this product. Use coupon below.

Clip coupon for technical bulletins

GALLERY CHEMICAL COMPANY

Callery Chemical Company P.O. Box 11145 Pittsburgh 37, Pennsylvania

Please send me bulletin numbers checked below:

• C-310 Trialkyl Boranes • C-200 Amine-Boranes • C-311 Trialkyl Borane Handling • C-710 Alkyl Boric Acids

Bulletin • C-020 Diborane

Name

Title

Company_

Address

City _Zone_ _State_

C & E N 107