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GB861201A - Process for manufacturing terpeneless essential oils - Google Patents

Process for manufacturing terpeneless essential oils

Info

Publication number
GB861201A
GB861201A GB12858/59A GB1285859A GB861201A GB 861201 A GB861201 A GB 861201A GB 12858/59 A GB12858/59 A GB 12858/59A GB 1285859 A GB1285859 A GB 1285859A GB 861201 A GB861201 A GB 861201A
Authority
GB
United Kingdom
Prior art keywords
oils
terpenes
oil
polar solvent
constituents
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.)
Expired
Application number
GB12858/59A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Colgate Palmolive Co
Original Assignee
Colgate Palmolive Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Colgate Palmolive Co filed Critical Colgate Palmolive Co
Publication of GB861201A publication Critical patent/GB861201A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00Essential oils; Perfumes
    • C11B9/02Recovery or refining of essential oils from raw materials
    • C11B9/022Refining

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)

Abstract

Terpenes are removed from essential oils by contacting the oils with a solid absorbent material in the form of particles or of pieces of porous, perforated or spongy structure having intercommunicating voids or passageways and which has a greater affinity for the terpenes than for the other odoriferous constituents of the oil. The absorbents used are non-polar, and preferably polymeric. Examples are rubbers, e.g. processed natural rubber, "Buna" S ("Buna" is a Registered Trade Mark), neoprene and silicone rubbers, and plastics, e.g. polyvinyl chloride, polyvinylidene chloride, polyalkylenes such as polyethylene, polystyrene and polyesters. They are preferably ground to a size of 0.001-0.1 inches or used in the form of a sponge. The oil may be diluted with a polar solvent, e.g. a C1-C6 aliphatic alcohol which may be mixed with a C1-C6 ketone or ether, chlorinated hydrocarbon, aromatic ether or lower ester. Up to 5% of water may be added to increase the polarity of the diluent. The absorbent is preferably wetted with a polar solvent and any air or other gas displaced from its surface. A fractional separation of the oil constituents may be made by passing the diluted oil through a column of absorbent and passing the effluent through a continuously recording refractometer (or an ultra-violet or infra-red spectrometer). Any absorbed oxygenated constituents of the oil may be eluted with a polar solvent and the terpenes may subsequently be eluted with a less polar solvent. Oils of high terpene content may be pretreated to reduce the terpene content by a conventional process such as distillation or solvent extraction. Oils mentioned are citrus oils (lemon, grapefruit, orange, lime and mandarin) petitgrain, bergamot, lavender, pimenta berry, leaf stem and bud clove oils, bay leaf, and geranium. Specified terpenes are the pinenes, myrcene, dipentene, ocimene, terpinolene, d-limonene, gamma-terpinene, phellandrene, thujene, sesquicitronellene, bisabolene, beta-caryophyllene and cadinene. In an example, gum rubber is used to separate South American oil of petitgrain into four main fractions linalool, linalool acetate, terpenes and other hydrocarbons, and ocimene. The process may also be used to segregate the various oxygenated constituents of the oils and also to segregate various terpenes, e.g. d-limonene and alpha-pinene from para-cymene.ALSO:Terpenes are removed from essential oils by contacting the oils with a solid absorbent material, in the form of particles or of pieces of porous, perforated or spongy structure having intercommunicating voids or passageways, and which material has a greater affinity for the terpenes than for the other odoriferous constituents of the oil. The absorbents used are non-polar, and preferably polymeric. Examples are rubbers, e.g. processed natural rubber, "Buna" S ("Buna" is a Registered Trade Mark), neoprene or silicone rubbers, and plastics, e.g. polyvinyl chloride, polyvinylidene chloride, polyalkylenes such as polyethylene or polystyrene, and polyesters. They are preferably ground to a size of 0.001-0.1 inches or used in the form of a p sponge. The oil may be diluted with a polar solvent, e.g. a C1-C6 aliphatic alcohol, which may be mixed with a C1-C6 ketone or ether, chlorinated hydrocarbon, aromatic ether or lower ester. Up to 5% of water may be added to increase the polarity of the diluent. The absorbent is preferably wetted with a polar solvent and any air or other gas displaced from its surface. A fractional separation of the oil constituents may be made by passing the diluted oil through a column of absorbent and passing the effluent through a continuously recording refractometer (or an ultraviolet or infra-red spectrometer). Any absorbed oxygenated constituents of the oil may be eluted with a polar solvent and the terpenes may subsequently be eluted with a less polar solvent. Oils of high terpene content may be pretreated to reduce the terpene content by a conventional process such as distillation or solvent extraction. Oils mentioned are citrus oils (lemon, grapefruit, orange, lime and mandarin), petitgrain, bergamot, lavender, pimenta berry, leaf, stem and bud clove oils, bay leaf, and geranium. Specified terpenes are the pinenes, myrcene, dipentene, ocimene, terpinolene, d-limonene, gammaterpinene, phellandrene, thujene, sesquicitronellene, bisabolene, beta-caryophyllene and cadinene. In an example, gum rubber is used to separate South American oil of petitgrain into four main fractions comprising respectively linalool, linalool acetate, terpenes and other hydrocarbons, and ocimene. The process may also be used to segregate the various oxygenated constituents of the oils and also to segregate various terpenes, e.g. d-limonene and alphapinene from para-cymene.
GB12858/59A 1958-05-14 1959-04-15 Process for manufacturing terpeneless essential oils Expired GB861201A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US861201XA 1958-05-14 1958-05-14

Publications (1)

Publication Number Publication Date
GB861201A true GB861201A (en) 1961-02-15

Family

ID=22196401

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12858/59A Expired GB861201A (en) 1958-05-14 1959-04-15 Process for manufacturing terpeneless essential oils

Country Status (1)

Country Link
GB (1) GB861201A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0423873A2 (en) * 1989-10-19 1991-04-24 The Procter & Gamble Company Process for making improved citrus aqueous essence
EP0427505A2 (en) * 1989-11-07 1991-05-15 Warner-Lambert Company Chewing gum composition and its production
CN103792219A (en) * 2014-02-27 2014-05-14 厦门大学 Red pulp honey pomelo spectrum identification method
CN107586611A (en) * 2017-10-10 2018-01-16 广东长利香精香料有限公司 A kind of grapefruit green tea essential oil
CN115418272A (en) * 2022-08-29 2022-12-02 贵州省长顺黔南山绿色食品有限公司 Preparation method of terpene-removed ginger essential oil

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0423873A2 (en) * 1989-10-19 1991-04-24 The Procter & Gamble Company Process for making improved citrus aqueous essence
EP0423873A3 (en) * 1989-10-19 1991-12-27 The Procter & Gamble Company Process for making improved citrus aqueous essence
EP0427505A2 (en) * 1989-11-07 1991-05-15 Warner-Lambert Company Chewing gum composition and its production
EP0427505A3 (en) * 1989-11-07 1991-06-12 Warner-Lambert Company Chewing gum composition and its production
CN103792219A (en) * 2014-02-27 2014-05-14 厦门大学 Red pulp honey pomelo spectrum identification method
CN107586611A (en) * 2017-10-10 2018-01-16 广东长利香精香料有限公司 A kind of grapefruit green tea essential oil
CN115418272A (en) * 2022-08-29 2022-12-02 贵州省长顺黔南山绿色食品有限公司 Preparation method of terpene-removed ginger essential oil
CN115418272B (en) * 2022-08-29 2023-12-01 贵州省长顺黔南山绿色食品有限公司 Preparation method of terpene-removed ginger essential oil

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