WO1996019247A1 - Ameliorations concernant des compositions organiques - Google Patents

Ameliorations concernant des compositions organiques Download PDF

Info

Publication number
WO1996019247A1
WO1996019247A1 PCT/GB1995/002897 GB9502897W WO9619247A1 WO 1996019247 A1 WO1996019247 A1 WO 1996019247A1 GB 9502897 W GB9502897 W GB 9502897W WO 9619247 A1 WO9619247 A1 WO 9619247A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
gel
gelling agent
fragrance
dibenzylidene
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.)
Ceased
Application number
PCT/GB1995/002897
Other languages
English (en)
Inventor
Janice Anson
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.)
Reckitt Benckiser Healthcare UK Ltd
Original Assignee
Reckitt and Colman Products Ltd
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 Reckitt and Colman Products Ltd filed Critical Reckitt and Colman Products Ltd
Priority to AU41830/96A priority Critical patent/AU4183096A/en
Publication of WO1996019247A1 publication Critical patent/WO1996019247A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/015—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone
    • A61L9/04—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating
    • A61L9/048—Disinfection, sterilisation or deodorisation of air using gaseous or vaporous substances, e.g. ozone using substances evaporated in the air without heating air treating gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L9/00—Disinfection, sterilisation or deodorisation of air
    • A61L9/01—Deodorant compositions

Definitions

  • the present invention relates to fragrant compositions and, in particular, to a gel type fragrant composition and a method for preparing the composition.
  • Fragrant compositions are commonly used as air fresheners, and typically are provided in gel form. Such compositions would normally contain a gelling agent and a perfume, together with a solvent and other ingredients.
  • the use of a solvent and other ingredients together with a gelling agent can lead to elaborate manufacturing processes, increasing the cost of making the fragrant compositions.
  • the resulting gel may have an unattractive opaque appearance, and would have to be concealed in a decorative container to give a marketable product. More fundamentally, the more components a fragrant composition contains, the greater the chance that the volatile components will be released at a non-uniform rate. If large amounts of volatile solvents are included, these will evaporate along with the perfume, causing shrinkage and deterioration of the gel structure. This effect, known as syneresis, leads to a reduction in the rate of release of perfume, and again renders the gel unattractive in appearance.
  • syneresis leads to a reduction in the rate of release of perfume, and again renders the gel unattractive in appearance.
  • a self-supporting gel composition essentially comprising 88-94% of a fragrance material and 1.6-12% of a dibenzylidene alditol gelling agent, all percentages being by weight.
  • the fragrance material can be a mixture of perfume components and diluents including solvents.
  • the fragrance material does not contain glycol ethers, more preferably less than 5% of solvent is present in the fragrance.
  • the invention allows large amounts of neat fragrance to be incorporated into the composition.
  • the fragrance is present in an amount 95% or more by weight.
  • the compositions are clear gel compositions.
  • the amount of gelling agent should not be more than the fragrance can take up to make a gel.
  • the gelling agent is present in an amount 12% or less by weight.
  • the gel ⁇ ling agent is present in an amount 4% or less by weight.
  • the gelling agent is present in an amount between 1.6% and 2.2% by weight, and particularly at 2% by weight.
  • a novel preferred composition according to the nvention is one comprising 98% fragrance material and 2% gelling agent.
  • the invention provides a method for preparing a self-supporting gel composition comprising heating the fragrance material with the gelling agent. This may be achieved by heating the fragrance material to a predetermined temperature, adding the gelling agent, reheating to maintain the temperature if necessary, and cooling.
  • the composition may be moulded into an attractive shape.
  • a preferred embodiment includes the further step of pouring the composition into a mould before cooling.
  • the predetermined temperature must be sufficient to produce an effective gel. Preferably this is between 70°C and 100°C, though a temperature of between 80 ⁇ C and 90 ⁇ C will be sufficient for most fragrance materials.
  • the invention further provides a method for fragrancing rooms using the gel type fragrant composition.
  • this may comprise elevating the temperature of the composition by placing it near a heat source.
  • the heat source itself is suitably kept at a temperature between 40°C and 60°C.
  • the dibenzylidene alditols used as gelling agents are addition products of the relevant alditol with an optionally substituted benzaldehyde.
  • alditols are polyhydric alcohols, a number of regioisomers are possible. However, typically an alditol of formula (I) :
  • the alditol is sorbitol (n - 2)
  • the unsubstituted dibenzylidene sorbitol (DBS) is commercially available, for example as GELL-ALL-D manufactured by New Japan Chemical Co., Ltd., and MILLITHIX 925 manufactured by Milliken Chemical, a division of Milliken & Company.
  • Substituted dibenzylidene sorbitols that have been previously reported include the following: p-chlorodibenzylidene sorbitol - ethyldibenzylidene sorbitol di(m-chlorobenzylidene) sorbitol di(ra-fluorobenzylidene) sorbitol di(p-methylbenzylidene) sorbitol As will be gathered from the names in the above list, the substitution may be on either one or both benzene rings.
  • di(p-methylbenzylidene) sorbitol is manufactured by Roquette Freres of Lestrem, France, and the synthesis of di(m-chlorobenzylidene) and di(m-fluorobenzylidene) sorbitols is given in US-A-5023354 (Salome et al./Roquette Freres) and WO-A-92/19221 (The Procter & Gamble Company) , the disclosure of which is incorporated herein by reference.
  • the alditol may be any of the other six-carbon alditols, in either the D- or the L- isomer form. It may also have four, five or seven or more carbon atoms.
  • the gelling agent is preferably a known optionally substituted dibenzylidene sorbitol, dibenzylidene xylitol or dibenzylidene ribitol. More preferably, it is an optionally substituted dibenzylidene sorbitol.
  • the most readily available gelling agent is dibenzylidene sorbitol itself, though a di(methylbenzylidene) sorbitol can also be used.
  • compositions according to the invention relate to moulded air freshener gels which are sold packaged in a suitable wrapper that is impermeable to fragrance.
  • the wrapper is removed before the gel is used for fragrancing rooms, cars etc.
  • the clear gels are physically attractive and may be displayed or placed in a suitable container.
  • the fragrance may be of a type which only evaporates effectively at elevated temperature.
  • the provision of a fragrance-impermeable wrapper is then not so crucial.
  • the gel is placed by a suitable heat source and heated at around 40°C to 60°C whenever release of fragrance is desired.
  • self-supporting gel is meant a gel that is of sufficient rigidity that it is firm and is not capable of flowing and maintains its structure.
  • a gel is one that can be used as a stick without support means, ie able to stand alone.
  • compositions according to the present invention their method of making, and their use.
  • Table 1 The formulation of Table 1 was prepared using the fragrance LN49525 manufactured by Bush Boake Allen Ltd. (BBA) of London, England, and dibenzylidene sorbitol manufactured by Roquette Freres of Lestrem, France.
  • Dibenzylidene 2% w/w sorbitol a) The fragrance was initially heated to 80°C and the dibenzylidene sorbitol (DBS) was then added. This appeared to produce an endothermic reaction, and the temperature fell by between 8°C and 12 ⁇ C. No gelling occurred at this lower temperature, even after five minutes of stirring. However, reheating to between 78°C and 80°C caused a gel to form.
  • the fragrance was initially heated to 90°C and the DBS was then added. The DBS solubilized readily and on cooling set to a firm clear gel.
  • the fragrance was initially heated to 80°C, and the DBS was then added. A temperature drop was usually observed on adding the DBS, but reheating to 80 ⁇ C caused a gel to form. The temperature drops observed and the time taken for the DBS to dissolve to make a gel were as indicated in Table 3.
  • the three successful gels were placed in containers suitable for emanation.
  • the weight loss in grams was recorded daily and a graphical representation was drawn to depict the percentage weight loss of perfume from each gel, as shown in Fig. 2.
  • a gel can be obtained at as low as 70 ⁇ C or as high as 100 ⁇ C.
  • Factors influencing this include the solvent/surfactant content and the polarity of the fragrance.
  • the fragrances used in Examples 8 and 9 were specifically designed to be of sufficient volatility. The basic formulae are shown in Table 6. TABLE 6
  • gels can be formed with a percentage of DBS up to 12 : w/w, allowing 88% w/w or more of fragrance to be used. Increasing this percentage further causes the mixture to solidify.
  • DBS gels were made as Examples 8 and 9, using Parair Lite K/25243 for Example 20 and Alpha A Lite K/25242 for Example 21.
  • fragrance and powder were mixed in a rotary powder mixer, using the method disclosed in JP-A-55-15452 (EC Kagaku Kogyo KK) . It was found that up to 45 g of fragrance could be absorbed onto 100 g of powdered dibenzylidene sorbitol so as to give a dry powder. When more fragrance was used, a two-phase mixture of powder and surplus fragrance resulted. However, it did not prove possible to produce a gel by this method.

Landscapes

  • Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
  • Fats And Perfumes (AREA)

Abstract

Composition de gel autonome qui comporte essentiellement 88 à 98,6 % d'un matériau odorant et 1,6 à 12 % de gélifiant (dibenzylidène alditol), pratiquement exempte d'éther glycolique. Ces gels sont de préférence plus transparents et peuvent être utilisés dans des systèmes de désodorisant d'air.
PCT/GB1995/002897 1994-12-20 1995-12-13 Ameliorations concernant des compositions organiques Ceased WO1996019247A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU41830/96A AU4183096A (en) 1994-12-20 1995-12-13 Improvements in or relating to organic compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9425658.3 1994-12-20
GB9425658A GB2296190A (en) 1994-12-20 1994-12-20 Gel fragrance composition

Publications (1)

Publication Number Publication Date
WO1996019247A1 true WO1996019247A1 (fr) 1996-06-27

Family

ID=10766206

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1995/002897 Ceased WO1996019247A1 (fr) 1994-12-20 1995-12-13 Ameliorations concernant des compositions organiques

Country Status (5)

Country Link
AR (1) AR000371A1 (fr)
AU (1) AU4183096A (fr)
GB (1) GB2296190A (fr)
WO (1) WO1996019247A1 (fr)
ZA (1) ZA9510398B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2372450A (en) * 2001-02-21 2002-08-28 Jeyes Group Ltd Air fresheners

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2438873A1 (fr) * 2001-02-21 2002-08-29 Jeyes Group Limited Purificateurs d'air

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5515452A (en) * 1978-07-19 1980-02-02 Iic Kagaku Kogyo Kk Aromatic composition
JPS5977859A (ja) * 1982-10-26 1984-05-04 長谷川香料株式会社 ゲル状芳香消臭組成物
EP0181401A1 (fr) * 1984-03-01 1986-05-21 SHIBANAI, Ichiro Procede de preparation de parfums solides
JPS62221355A (ja) * 1986-03-22 1987-09-29 株式会社資生堂 ゲル状芳香消臭組成物

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5515452A (en) * 1978-07-19 1980-02-02 Iic Kagaku Kogyo Kk Aromatic composition
JPS5977859A (ja) * 1982-10-26 1984-05-04 長谷川香料株式会社 ゲル状芳香消臭組成物
EP0181401A1 (fr) * 1984-03-01 1986-05-21 SHIBANAI, Ichiro Procede de preparation de parfums solides
JPS62221355A (ja) * 1986-03-22 1987-09-29 株式会社資生堂 ゲル状芳香消臭組成物

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 81, no. 6, 12 August 1974, Columbus, Ohio, US; abstract no. 29475s, page 258; XP002000840 *
DATABASE WPI Week 8011, Derwent World Patents Index; AN 80-19279, XP002000842 *
DATABASE WPI Week 8424, Derwent World Patents Index; AN 84-149101, XP002000843 *
DATABASE WPI Week 8744, Derwent World Patents Index; AN 87-311425, XP002000841 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2372450A (en) * 2001-02-21 2002-08-28 Jeyes Group Ltd Air fresheners
GB2372450B (en) * 2001-02-21 2005-02-02 Jeyes Group Ltd Air fresheners

Also Published As

Publication number Publication date
GB2296190A (en) 1996-06-26
AR000371A1 (es) 1997-06-18
AU4183096A (en) 1996-07-10
GB9425658D0 (en) 1995-02-22
ZA9510398B (en) 1996-06-11

Similar Documents

Publication Publication Date Title
US4666671A (en) Method for deodorizing urinals and toilet bowls with fragranced gel blocks
US5419879A (en) Perfumed stable gel composition
EP0419850B1 (fr) Composition pour le rafraîchissement de l'air
US3954963A (en) Air reodorant compositions
US20090165360A1 (en) Fragrance fixatives
EP2506885B1 (fr) Assainisseur d'air en gel
US3954964A (en) Air reodorant compositions
US20050274817A1 (en) Perfume gel composition
WO1996019247A1 (fr) Ameliorations concernant des compositions organiques
AU697342B2 (en) Fragrance self supporting gel compositions
US20070010407A1 (en) Scent composites
KR20180036976A (ko) 셀룰로오스, 헤미셀룰로오스, 리그닌을 포함하는 방향제 겔
CA2397305C (fr) Gel en mousse de diffusion de parfum et de desodorisation
JPS6364986B2 (fr)
JP2005073926A (ja) ゲル化組成物
JP3810853B2 (ja) 油状物質を含有したパラジクロロベンゼン製剤およびその製造方法
EP1492860A1 (fr) Compositions pour cire et bougie
JP2006182817A (ja) 薬剤徐溶性樹脂組成物及び該樹脂組成物を含む液体組成物
JPH11192296A (ja) ゲル状芳香剤組成物
JPH0381389B2 (fr)
JPH0641576A (ja) 徐放性芳香剤の製造方法
JPS609458B2 (ja) 固型芳香組成物の製法
JPH10179707A (ja) 芳香性プラスチック成形品
JP2003290331A (ja) ゲル状芳香・消臭剤組成物
CA1191084A (fr) Agent odoriferant anti-insectes, et chandelle qui le renferme

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AU BR CA CN JP MX NZ SG

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase