MICROENCAPSULATION FRAGRANCE APP.

Submitted by: SİNAN ÖZERSubmitted to : Doc.Dr.CEM GÜNEŞOĞLU

MICROENCAPSULATION

FRAGRANCE APPLICATION

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Fabric conditioners in the wash and during tumble-drying; all are designed to impart a fresh aroma to the textile.

However, no matter the quality of the technology used to impart the fragrance, the effect is relatively short-lived.

Numerous attempts have been made at adding fragrances

directly to fibre and fabrics but all fail to survive one or two wash cycles.

Only through ‘‘microencapsulation’’ fragrances are able to remain on a garment during a significant part of its lifetime.

HISTORY OF FRAGRANCE APPLICATIONS

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MİCROENCAPSULATION APPLICATIONS

Microcapsules have the ability to be shaped in their desired form, release of the active substance by an appropriate mechanism, stability and adequate mechanical strength and non-toxicity of the material itself and of its degradation production.

They are;

Phase-change materials Fragrance Applications Polychromic and thermochromic microcapsules Fire Reterdants Counterfeiting Liposomes Miscellaneous applications

Especially, the protection of fragrant oil as susceptible material from outer phase by microencapsulation is paid attention, to increase its stability.

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Long self-life containing fragrant Migrin oil were prepared by in situ polymerization from;

Migrin oil as core material, melamine and formaline as wall materials, sodium lauryl sulphate as emulsifier and PVA as protective colloid. Melamine resin microcapsules were characterized on structure, a mean particle size and size distribution, morphologies, thermal properties and release behavior.

FRANGRANCE APPLICATION

Melamine resin microcapsules

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0.1 M melamine and 0.25 M 37% formaldehyde in 100 ml of distilled water

pH 9 with 10% Na2CO3 aqueous solution.

The step of preparing the melamine-formaline precondensate is effected under alkaline conditions.

The preferred pH range for this step is from about 7.0 to 9.0. Even more preferably, the pH range is from about 8.5 to 9.0. Melamine-formaline precondensate was prepared by stirring at 70C for 10 min.

Preparation of Microcapsules 1999

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SEM photographs of fragrant cotton fabric treated with the microcapsules after laundry test:

(a) Original.(b) 15 times.

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Poly(l-lactides) have rarely been studied as microcapsules in industrial parts as well as medical ones, due to

Their high transition temperature, Unlike poly(d- or dl-lactides) with higher degradable

properties.

Poly(l-lactide) microcapsules


Poly(l-lactide) used as a wall-forming material. Span 80 as an emulsifying agent, PVA as a protective colloid, Forest-shower fragrant liquid as a core material, Sodium tartrate dihydrate as a penetrator, and Dichloromethane.

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The surface morphologies of the PLLA microcapsules at different concentrations of PVA are shown in figure. As shown in the pictures, so many cracks are observed in the surfaces of the microcapsules at 1 wt% PVA, compared with those at 2 wt% PVA.

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SEM photographs of poly(l-lactide) microcapsules at different stepsof stirring time: (a) 5–70 min; (b) 15–60 min; (c) 30–45 min.

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Preparation of Microcapsules

A 50 ml aqueous solution containing 10 wt% of Forest-showerfragrance and 10 wt% of sodium tartrate dihydrate was prepared.

200 ml of dichloromethane with 2 wt% of PLLA, and 1.0 wt% of Span 80 under a vigorous.

Stirring rate of 3500 rpm.

Each 200 ml portion of an aqueous solution with 2 wt% PVA was added into the resultant w/o emulsion in two steps.

1. The stirring time after adding the first 200 ml of PVA solution was set to 30 min,

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And then the second 200 ml of PVA solution was added. At the same time, the (w/o)/w solution was heated to about 40C corresponding to the boiling point of solvent at the rate of 2C/min

Dichloromethane was evaporated thoroughly from the surfaces of w/o emulsion globules for more 2 h to make the interfacial precipitation of PLLA onto the surfaces of the core materials.

The obtained PLLA microcapsules containing a core material and a penetrator were washed with distilled water, filtered, and dried in a vacuum oven at 40C for at least 12 h.

Preparation of Microcapsules

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APPLICATION OF MICROCAPSULES

Fragrant functional fabrics were prepared by the printing treatment of microcapsules on cotton fabric, and SEM photographs after laundry tests of original and 15 times are shown in Figure.

As shown in the pictures, the fabric is coated uniformly by printing paste with microcapsules, and has almost uniform particles on it. Moreover, it is convinced that the particles below 10 µm are applicable for the preparation of functional fabric.

Most of the particles, especially much finer ones with mean diameter below 5 µm remain even after the laundry test of 15 times.

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The materials used for the formulation of perfume were: Limonene (lemon scent – LMN) (Sigma–Aldrich), Methyl cedryl ketone (vetiver scent – MCK) (Sigma–Aldrich), Methyl dihydrojasmonate (jasmine scent – MJD) (Sigma–Aldrich) And 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-enzopyran solution (galaxolide); 50% in diethyl phthalate (dep)(musk scent) (Sigma–Aldrich).

REACTANTS Hexamethylene-1,6-diisocyanate (HMDI) (Bayer, Desmodur W) as the

isocyanate; Dibutyltin dilaurate (DBDTL) (Sigma–Aldrich) as the catalyst; Polyethylene glycol 400 (PEG 400) (Sigma–Aldrich) as the polyol; Ethylenediamine (EDA) (Panreac) as amine I; Hydrazine monohydrate (HYD) (Sigma–Aldrich) as amine II; Polyvinyl alcohol (PVA) (Celanese Chemicals, Celvol 840) as protective

colloid Triton CA (Dow Company) as emulsifier.

For the Preparation of PUU Microcapsules


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PUU microcapsules were prepared by interfacial polymerization. The organic phase (OP) was formed by mixing the perfume and HMDI.

The first aqueous phase (AP1) was constituted by water and PVA (used to stabilize the droplets and thereafter set up the microcapsules particle size distribution). Emulsion was formed by adding OP into AP1. Emulsification was performed at 11,000rpm during 3min with an ultraturrax (IKA T25 digital).

Second aqueous phase , constituted by water, polyol (PEG 400) and catalyst (DBTDL),was prepared and transferred to the previously mentioned emulsion to form the polyurethane (PU) wall. Interfacial polymerization was performed in a batch reactor (IKA LR-2.ST) at 80 ◦C using a stirring rate of 100rpm during 1 h.

Microencapsulated Perfumes for Textile Application ( PUU microcapsules )


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Third aqueous phase (AP3) was added to proceed with urea formation.

This stage takes 1 h. Since the reaction with EDA presents incomplete isocyanate conversion, a final aqueous phase (AP4) containing a more reactive amine (HYD) was added and let to react during 1 h.

Microencapsulated Perfumes for Textile Application ( PUU microcapsules )

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Experimental set-up for the production of microcapsules by interfacial polymerization:

(1) reactor vessel; (2) ultraturrax;(3) overhead stirring

drive and(4) thermostatic bath.

MICROENCAPSULATION DEVICE

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Schematic representation of the microcapsules application process in fabrics using a foulard.1. Untreated fabric2. Microcapsules bath3. Squeezing zone4. Drying and curing5. Fabric treated containing microcapsules.

APPLICATION ON TEXTILE MATERIAL

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PATENTED MICROENCAPSULATION APPLICATION IN TEXTILE INDUSTRY

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1. Hong K, Park. S, Materials Chemistry and Physics 58 (1999) 128-131 (Melamine resin microcapsules containing fragrant oil: synthesis and characterization)

2. Hong K, Park S. Polymer 41 (2000) 4567–4572 (Preparation of poly(l-lactide) microcapsules for fragrant fiber and their characteristics)

3. Nelson G, International Journal of Pharmaceutics 242 (2002) 55–62 (Application of microencapsulation in textiles)

4. S.N. Rodriguesa, I.M. Martinsa, I.P. Fernandesb, P.B. Gomesa,c, V.G. Matac, M.F. Barreirob, A.E. Rodriguesa , Chemical Engineering Journal 149 (2009) 463–472 (Microencapsulated perfumes for textile application)

REFERENCES

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MICROENCAPSULATION FRAGRANCE APP.

Technology