THE CHEMISTRY OF FRAGRANCES

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A Home Full of Fragrance. David Pybus. Chapter 2. The History of Aroma Chemistry and Perfume. 3. David Pybus. Early Use of Fragrance. 4. The Age of ...
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THE CHEMISTRY OF FRAGRANCES

Compiled by

DAVID PYBUS and CHARLES SELL Quest International Ashford, Kent, UK

RS»C ROYAL SOCIETY OF CHEMISTRY

Contents Glossary

xiv

Chapter 1 A Home Full of Fragrance David Pybus

Chapter 2 The History of Aroma Chemistry and Perfume David Pybus Early Use of Fragrance The Age of Chivalry The Age of Alchemy The Age of Discovery The Age of Revolution The Age of Empire Technique Structured Perfumes, and Use of Synthetics Industrialization and 'Massification' The Age of Fashion

Chapter 3 Perfumery Materials of Natural Origin Charles Sell Perfumes and Odours in Nature Introduction Biosynthesis vn

3 4 9 9 11 15 17 18 19 19 23

24 24 24 26

viii

Extraction of Natural Perfume Ingredients Expression Distillation Solvent Extraction Adulteration of Natural Perfume Ingredients From Natural to Synthetic References

Chapter 4 Ingredients for the Modern Perfumery Industry Charles Sell Economic Factors Affecting Perfume Ingredient Production Perfume Ingredients Derived from Terpenes Introduction Five Key Terpenes Hemiterpenes Acyclic Monoterpenes Cyclic Monoterpenes Bicyclic Monoterpenes Sesquiterpenes Cedarwood Sandalwood Diterpenes Ambergris Ionones and Related Compounds Musks Nitromusks Polycyclic Musks Macrocyclic Musks Perfume Ingredients Derived from Benzene Perfume Ingredients Derived from Toluene Perfume Ingredients Derived from Phenol Perfume Ingredients Derived from Naphthalene Perfume Ingredients Derived from Aliphatic Materials Perfume Ingredients Derived from Cyclopentanone Perfume Ingredients Derived from Dicyclopentadiene Conclusions References

Contents

32 32 33 35 39 44 50

51 51 52 52 54 63 63 67 76 78 81 83 86 86 88 91 93 95 98 101 105 108 114 116 121 122 124 124

Contents

ix

Chapter 5 The Structure of an International Fragrance Company David Pybus Introduction The Business-getting Chain The Supply Chain References

125 125 127 127 130

Chapter 6 The Fragrance Brief David Pybus

131

Brief for 'Eve', Prepared by Business Scents Ltd Background Product Range General Fragrance Time-scale Brief Recipients Price Production

133 133 134 134 134 135 135 135 135

Chapter 7 Perfume Creation: The Role of the Perfumer Les Small

137

Perfumery Degrees of Freedom The Alcoholic Fragrance Development of Other Products Soap Shampoo Shower and Bath Gel Antiperspirant Conclusion Reference

*

137 139 141 141 142 143 144 144 144

Contents

Chapter 8 Measurement of Fragrance Perception Anne Richardson Introduction Market Research Focus Groups Quantitative Descriptive Analysis Sensory Analysis Threshold Intensity Quality Statistical Techniques Psychology of Perfume The Business Scents Brief Definition of the Appropriate Odour Area Analysis of Ingredients to Convey the Appropriate Odour Characteristics Creating Fragrances for the Future

Chapter 9 The Application of Fragrance Judi Beerling The Role of an Applications Department Product Formulations Fine Fragrance Vegetable Soap Aerosol Antiperspirant Shampoo Shower and Bath Gel Stability Testing Humidity Testing Light Testing Assessment and Reporting of Results Bibliography

Chapter 10 The Safety and Toxicology of Fragrances Steve Meakins Introduction

145 145 146 147 147 147 148 149 150 151 153 154 154 156 156

158 158 159 160 161 163 166 168 169 170 171 171 173

174 174

Contents

Self-regulation Safety Assessment Skin Irritation Skin Sensitization Photoeffects Neurotoxicity Reproductive Effects Natural Ingredients Conclusions References

Chapter 11 Volatility and Substantivity Keith D. Perring Perfume Creation and Physical Chemistry Perfume Ingredient Volatility Perfume Polarity Substantivity and Retention Conclusions References

Chapter 12 Natural Product Analysis in the Fragrance Industry Robin Clery Introduction Natural Product Analysis The Traditional Approach The Headspace Approach Analytical Techniques Used in the Fragrance Industry Extraction Gas-Liquid Chromatography Preparative Liquid Chromatography Positive Identification Headspace Collection References

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174 177 178 179 182 183 185 186 186 186

188 188 189 193 197 200 201

202 202 202 203 204 206 206 207 211 212 213 215

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Contents

Chapter 13 Chemoreception Charles Sell

216

Background Theories Biological Facts Misconceptions Conclusions References Further Reading

216 217 220 223 225 226 226

Chapter 14 Electronic Odour Sensing Jenny Oliver Introduction Electronic Aroma-sensing Systems Possible Uses of an Electronic Odour-sensing System Conclusion References

Chapter 15 The Search for New Fragrance Ingredients Karen Rossiter Introduction The Need The Search Clues from Nature Serendipity Synthesis of Analogues Structure-Activity Relationships The Hansch Approach The Osmophore Approach Pattern Recognition Ligand-Olfactory Receptor Modelling Summary

227 227 228 231 232 232

233 233 235 240 240 241 242 244 245 248 250 251 252

Contents

xiii

Acknowledgements References

Chapter 16 The Brief Submission David Pybus and Les Small Marketing Platform Djinni Concept Fragrance Description of 'Djinni' Head and Top Notes: Fruity-Citrus Middle and Heart Notes: Watery Muguet (Lily of the Valley) Base and Foundation Notes: Powdery Amber Overall Composition Epilogue Appendix I

252 253

255 255 255 256 256 257 257 257 258

Alcohol

Appendix II

Useful Addresses

259 262

Bibliography

264

Subject Index

268

Djinni's Lamp