FATTY NITROGEN COMPOUNDS

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1 Report No. 40 FATTY NITROGEN COMPOUNDS by PARK L. MORSE July 1968 A private report by the PROCESS ECONOMICS PROGRAM STANFORD RESEARCH INSTITUTE I MENLO PARK, CALIFORNIA

2 CONTENTS INTRODUCTION.... SUNMARY... INDUSTRY STATUS FEEDSTOCKS FOR FATTY NITROGEN COMPOUNDS FATTY NITRILES FROM FATTY ACIDS... Chemistry,.... Description of Design Case... Discussion of Design Case... Cost Estimates... FATTY'PRIMARY AMINES FROM NITRILES... Chemistry... Description of Design Case... Discussion of Design Case... Cost Estimates... FATTY SECONDARY AMINES FROM NITRILES... Chemistry... Description of Design Case... Discussion of Design Case Cost Estimates : : : : : : : : : FATTY DIAMINFS FROM PRIMARY AMINES... Chemistry... Dkscription of Design Case... Discussion of Design Case... Cost Estimates... DIFATTY QUATERNARY AMMONIUM CHLORIDES FROM SECONDARY AMINES. Chemistry Review of Processes iii

3 CONTENT (continued) Description of Design Case... Discussion of Design Case... Cost Estimates... MISCELLANEOUS FATTY NITROGEN COMPOUNDS... Compounds from Primary Amines... Compounds from Secondary and Tertiary Amines... Compounds from Hydrocarbons and Fatty Alcohols... INWRATION OF PLANT DESIGNS AND PREDICTION OF PROUCTIONCOST APPENDIX A DESIGN AND COST BASIS, DEFINITIONS APPENDIX B PBYSICALDATA APPENDIXC BANDLINGAND SAFETY CITEDREFERENCES SUPPIEMENTARYREFERENCES iv

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5 TADIlEs Process Costs for Producing Fatty Nitrogen Compounds... Comparison of Process Designs Manufacturers and Uses of Important Fatty Nitrogen Compounds--United States Total U.S. Capacity and Production of Fatty Nitriles Estimate Production of Fatty Nitrogen Compounds in the United States List Prices of Fatty Nitrogen Compounds Free World Manufacturers of Fatty Nitrogen Compounds... Typical Compositions of Animal and Vegetable Fatty Acids. q,-q, Fatty Nit riles from Fatty Acids q,-q, Fatty Nitriles from Fatty Acids 2t:;sFT;;ow Nitriles from Fatty Acids C,,-C,, Tallow Nitriles from Fatty Acids Process Unit and Utilities Investment C,,-qs Tallow Nitriles from Fatty Acids Total Capital Investment.., $,-C$, Tallow Nitriles from Fatty Acids Production Costs..., q,-c;, Fatty Prim ary Amines from Nitriles q,-q, Fatty Primary Amines from Nitriles qs-qs Tallow P r i mary Amines from Nitriles StreamFlows... 5,-q, Tallow Primary Amines from Nitriles Process Unit and Utilities Investment..., vii

6 TABLES 6.5 cl,-c,a Tallow Primary Amines from Nitriles Total Capital Investment C,,-5, Tallow Primary Amines from Nitriles Production Costs css-c3e Fatty Secondary Amines from Nitriles 7.2 C32-C36 Fatty Secondary Amines from Nitriles 7.3 csz-c,, Tallow Secondary Amines from Nitriles StreamFlows cs2-css Tallow Secondary Amines from Nitriles Process Unit and Utilities Investment cs2-ca6 Tallow Secondary Amines from Nitriles Total Capital Investment C32-C36 Tallow Secondary Amines from Nitriles Production Costs Fatty 1,3-Diaminopropane from Primary Amines 8.2 Fatty Diamines from Primary Amines 8.3 Tallow Diamines from Primary Amines StreamFlows Tallow Diamines from Primary Amines Process Unit and Utilities Investment ; Tallow Diamines from Primary Amines Total Capital Investment Tallow Diamines from Primary Amines Production Costs Difatty Dimethyl Quaternary Ammonium Chlorides Review of Processes Difatty Dimethyl Quaternary Ammonium Chlorides from Secondary Amines viii

7 TABLES 9.3 Ditallow Dimethyl Quaternary Ammonium Chlorides StreamFlows Ditallow Dimethyl Quaternary Ammonium Chlorides Process Unit and Utilities Investment Ditallow Dimethyl Quaternary Ammonium Chlorides Total Capital Investment Ditallow Dimethyl Qua-ternary Ammonium Chloride Production Costs Manufacturers and Uses of Miscellaneous Fatty Nitrogen Compounds--United States ix

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