CHM 264 Note 1
CHM 264 Note 1
Definition of a Dye
A dye is a substance used to impart colour to textiles, paper, leather and
other materials such that the colouring is not easily altered by washing, heat,
sunlight or any other environmental factors to which the material may be
exposed to. Dyes differ from pigments, which are finely ground solids dispersed
in a liquid such as an oil, paint or ink or blended with any other materials. Dyes
are generally organic compounds (i.e. contain carbon) whereas pigments may
be either inorganic (i.e. do not contain carbon) or organic compounds. Pigments
generally exhibit brighter colours and may be insoluble dyes suspended in a
liquid medium. Succinctly put, dyes and pigments are both colourants that differ
by their solubilities; in that while dyes are soluble in both water and organic
solvents, pigments are insoluble in either medium types. For this reason,
pigments must be suspended or dispersed by a physical method such as
agitation. Dyes are used to colour substrates for which they have affinity alone
but pigments can be used to colour any polymeric substrate through a
mechanism different from that of dyes. A colorant can act either as a pigment or
a dye depending on the vehicle used.
Colour Additives
A colour additive is any dye, pigment or substance that can impart colour
alone or through reaction with other substances when added or applied to a
food, drug and cosmetic or to the human body. The Food and drug
administration in any country (NAFDAC in Nigeria) is responsible for
regulating all food additives to ensure that colour additives containing foods are
safe to consume, contain only approved colourants and are correctly labelled. In
the US, FD&C numbers, assigned to synthetic colourants by the US- FDA and
E numbers, assigned to both synthetic and natural additives by the EU are used
globally to indicate the approval of such colourants for use in foods, drugs and
cosmetics. . For example, E100–199 colours are as follows: 100–109 yellows;
110–119 orange; 120–129 reds; 130–139 blues and violets; 140–149 greens;
150–159 browns and blacks;160–199 gold and others. Food colouring agent,
food colourant, colourant, colour additive and food dye are all synonyms. Food
colourants are used both in domestic cooking and commercial/ industry food
production. They are added to foods at the preparation, production and
packaging stages. Processed food such as candies, snacks, margarine, cheese,
soft drinks and jam/jelly, gelatine, pudding and pastry fillings all contain
colourants.
Colour additives are added to foods for a number of reasons such as to: 1)
offset colour loss due to exposure to the environment, viz. light, air, extreme
temperatures, moisture and storage conditions; 2) correct natural variations in
colour; 3) enhance naturally occuring colours; 4) provide colour to colourless
and “fun” foods; 5) protect flavours and vitamins from damage by light; 6)
decorate or for artistic purposes; 7) improve appeal to appetite and desirability
of a food; 8) mask defects and 9 ) sustain freshness in the taste of certain foods
for longer periods.
Apart from salting and smoking done to preserve meat in medieval times,
nitrate was used to enhance the colour of meat and prevent botulism (food
poisoning). As early as 400 BC, Egyptians regulated the colour of wine and
confectionery products with colourants. Vegetable products like saffron, carrot,
mulberry and flower, various pigments of animal origin and copper and iron
minerals were some of the natural food colourants used in the middle of the 9 th
century.
Food colourants impart a brown, yellow and green shades respectively
to cola beverages, margarines and mint ice cream. Colourants have been
accepted as essential components of virtually all edible processed foods. They
differ from one other by chemical structures, sources and the effect they
produce.
Classification of Colourants
Natural Colourants
Anatto (E160b)
Annatto, Aka Roucou, a derivative of the achiote tree; native to Brazil is
one of the oldest known natural carotenoids used as a food colourant. Annatto is
a pigment derived from the reddish pulp pericarps of achiote (Bixa orellana L.)
tree seeds. Characterized by a yellow-orange food colouring property, it is used
in smoked fish, various beverages, bakery products, rice and custard powder.
Annatto is also used especially in dairy products such as cheeses, butter and
margarine.
Anatto
Trans Lycopene
Paprika Extract
Paprika is a spice obtained from ground dried fruits of capsicum annuum
(e.g. bell or chili peppers). The seasoning is used to add both colour and flavour
to dishes. Paprika ranges from sweet (mild, not hot) to spicy (hot). The
important pigments found in red pepper (paprika) are a mixture of capsanthin
and capsorubin. Both are carotenoids responsible for the red colour of the dye.
Fresh and ground paprika
Anthocyanins
Anthocyanins are the best natural sources of polyphenolic pigments.
They are responsible for the various colours of many fruits and vegetables
ranging from red to deep purple and blue. Grapes, red beets, elderberry,
blueberries, cranberries and blackcurrant used in the food industry owe their
rich colours to this organic compound. Unlike carotenoids, the anthocyanin
family of colourants are water soluble, hence, they can be used to colour water-
based foods. Blue corn chips, bright colour soft drinks and jellies are often dyed
with anthocyanins. There are over 500 anthocyanins which are based on the
flavylium ion below as the basic structure.
Chemical structure of flavylium ion. R 1 and R2 are functional groups and R3 is a sugar
molecule.
Vegetable Carbon
Known variously as Vegetable Black, Carbo vegetabilis or carbon black
is the only natural colour that provides black or grey shades. It is used in
candies, ice-creams and frozen sorbet (desserts, sweets, puddings, iced fruits).
Chlorophyll:
Chlorophyll, a pigment found in all green plants is another natural
colourant. It is used in bakery and dairy products as well as mint- or lime-
flavoured foods such as candy, cereals, jams and jellies. Ice creams are
sometimes coloured using chlorophyll. It is also used as a complementary
colour to dim the yellowish colour of cheese. The molecular structure of 55-
Carbon chlorophyll A consists of a chlorin ring, whose 4 nitrogen atoms
surround a central magnesium atom and has several other attached side chains
and a hydrocarbon tail.
Chlorophyll A
Caramel
Caramel is not obtained directly from plants or animals but is
produced by heating the sugars from these organisms. Caramel is the name
given to the distinctive taste, odour and the amber colour produced by heating
sugar. It is added to various food products. Caramels constitute more than 80%
of all food colourants and are classified according to their methods of
production.
Bugs
Insect bugs are used to impart red colour and strawberry flavour to
yogurt, cranberry juice, ice cream and some pastries. Its use started when a
manufacturer extracted the deep-red carminic acid dye from Dactylopius coccus
(Cochineal); a local insect, native to America and deliberately added it to food.
The harmless carminic acid dye was adopted for use in a variety of food and
cosmetic products requiring a red colour. Its solution is stable above pH 6.
Chemical structure of carminic acid
The thought of eating bugs did not appeal to some people and in response to
customer complaints, some companies that added cochineal dye in its
strawberry-flavoured products discontinued with the additive.
The use of additive bugs can be verified by looking for carmine, carminic acid,
cochineal or Natural Red 4 on the ingredients list of any food product. Though
the substances are considered safe, in rare instances, however, people can
demonstrate a severe allergic reactions to them leading to a life-threatening
condition called anaphylactic shock.
Turmeric:
Turmeric, aka curcumin is a plant that is cultivated in many tropical
countries, typically India where it grows as an underground stem. Another
natural dye, it is the main colouring pigment in turmeric and curry spices. It is
used globally as a food colourant in dairy products, beverages, cereals, mustard,
food concentrates, pickles, sausages, confectionery, ice cream and bakery
products. In combination with anatto, turmeric is used to colour seasonal sauces,
mayonnaise and butter.
Beetroot Red
The colour pigments present in red beet are red and yellow. Used mostly
in the production of ice cream, dairy products, jams and jellies, red beet gives a
strawberry colour to low temperature confectioneries.
Beetroot Red
Riboflavin
Riboflavin (vitamin B2) is used as a yellow colourant in many food
products such as sorbet, various drinks, sweets and ice cream. Though a
preference in the preparation of cereal based products, riboflavin has limited use
due to its odour and bitter taste. Its use is prohibited in many countries.
Monascus Purpureus
This is a red pigment secreted by Monascus purpureus fungus. Its
various properties makes it a favourite colourant in the preparation of traditional
foods in some countries. Its use is yet to be regulated in developed countries,
but this water-soluble pigment, characterized by a tendency to lower cholesterol
levels has been used in confectionery and red rice wine production in Japan for
many years.
Inorganic Natural Colourants
Aluminium dust and silver used to impart silver and grey; gold for real
gold, iron oxides for yellow, red, brown or black and titanium dioxide for white
colours as well as calcium carbonate for opaque appearance are significant
inorganic natural colourants. They are used to make confectionery coatings,
decorate liquor, chocolates, chewing gums and bread.
Synthetic Colourants
1a. Amaranth
Aka FD&C Red No. 2, E123, C.I. Food Red 9, Acid Red 27,
Azorubin S.C.I. 16185, Amaranth with a molecular formula of
C20H11N2Na3O10S3 appears as a water-soluble, reddish-brown- dark red- purple
anionic azo dye powder. Even though it has been banned in the US since 1976,
it is legal in the UK where it is commonly used to colour glace cherries.
Amaranth
Allura Red AC
Sunset Yellow
Brilliant Black BN
1f. Tartrazine:
Tartrazine, FD&C Yellow 5, E102, C.I. 19140 or trisodium (4E)-5-
oxo- 1-(4-sulfonatophenyl)-4[(4sulfonatophenyl) hydrazono] - 3-
pyrazolecarboxylate is a water soluble synthetic lemon- yellow azo dye
commonly used to impart yellow and lemon-yellow colours and to a lesser
extent, used with Brilliant Blue FCF or Green S to produce various shades of
green. Tartrazine is added to food products such as bread, beverages, cereals,
peanuts, confectionery, cream, ice cream and canned food.
Tartrazine Green S
1g. Erythosine
Erythrosine, E127, Red No. 3 is a cherry-pink synthetic fluorine food
colourant that exists both as a red powder or granules. Characterized by a
benzoate structure, it is the disodium salt of 2,4,5,7-tetraiodofluorescein
belonging to the xanthen Class. It is added to flavoured milk and puddings, ice
products, chewing gum, popsicles and candies, jelly and drink powders and
even more widely used to colour cake-decorating gels and pistachio shells.
Erythosine
Quinoline Yellow
Quinoline Yellow SS (Spirit Soluble) is the sulphonate group free analogue that
is insoluble in water.
Chocolate Brown HT
Other water soluble synthetic colourants are Green S, Indigotine, Patent Blue V,
Litolurubin BK, Red 2G and Ponso 4R.
3. Lake Colourants
”. Lake colors are synthetic food colorants. They are insoluble in water and they disperse in
oil making them a preferred color for coating candies such as M&Ms.
Lake pigments are organic compounds that have been precipitated with an inert
(nonreactive) binder that is usually colorless, tasteless, odorless and insoluble. Barium or
calcium sulfates and aluminum hydroxide or oxide can serve as neutral binders. The organic
compound determines the wavelength of light absorbed and reflected by the precipitate
Natural Red 4 can be produced by boiling carminic acid (the natural extract is produced by
the female cochineal bug) in a basic sodium carbonate solution containing a small amount of
ethanol and precipitating it with aluminum or calcium cations. The dye is pH sensitive as
seen in the pH and color ranges below:
CARMINE COLOR
Differs with pH of Solution
orange to red or
pH 3.0
purple
Shade pH 4.0
red or purple
pH 7.0
red or purple
Acceptable pH
3.5 - 9.0
Range
heat excellent
acid excellent
Forms powder, liquid
Solubility dispersible in water or oil
(http://www.foodcolor.com/carmine-color)
The carmine precipitate is a "lake" known as Natural red 4. Once dried, the powder
contains approximately 50% carminic acid. It is insoluble in oil but soluble in an alkaline
water solution. The solution is stable above pH 6.
Natural red 4
Comparison between Dyes and Lakes
Sugar Products
Usually Amaranth, Penso 4R, Allura Red, Sunset Yellow, Tartrazine
and Karmoicine as well as Brown HT, Black PN, Brilliant Blue FCF, Patent
Blue, Erythrocin and Indigo Karmin are added to confectionery products. The
amount added at anytime is determined by the colour tone desired. Addition of
excessive colourant, however, results to a non attractive colour. Lake
Colourants are recommended for use in chewing gums, bonbons and dragées in
order to make the colours to last long in the mouth. In addition, inorganic
natural colourants such as gold, silver, aluminium and iron oxide powders are
used to coat confectionery and chocolate surfaces as well as decorate liquor.
Bakery Products
Colourants are used widely in dough products, biscuits, cake creams and
coatings. Caramel and carbon black are used in combination with synthetic
colourants in this area. Caramel is crucial in the colouring of rye bread while
Allura Red AC, Sunset Yellow FCF, Brown HT, Tartrazine, Penso 4R are the
choicest for baked foods. Tartrizine, Penso 4R, Sunset Yellow FCF are also
used for plain and chocolate cakes, breakfast snacks and wafers.
Dairy Products
Ice cream is coloured following pasteurisation using solution dyes.
Almost all synthetic colourants are added to ice cream with Sunset Yellow FCF
and tartrazine colour mixtures being widely used in making ice cream cones. In
addition to β-carotene and anatto used to colour some cheeses and butter, Sunset
Yellow FCF, Penso 4R, Indigo Carmine, Erythrocin, Tartrazine, Amaranth and
Allura Red AC are all used in dairy products. Sunset Yellow FCF and
Carmosine are used especially in the production of yogurt.
If the attraction between particles of the solute and the solvent is strongest, the
attractions between the solute and solvent particles can be broken and solubility will
occur.