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Chapter 30 Detergents. 30.1 Introducing detergents. 30.2 Structure of detergents. 30.3 Properties of detergents. 30.4 Making detergents. 30.5 Washing powder. 30.6 Comparing soaps and soapless detergents. 30.7 Problems associated with use of detergents. CONTENTS OF CHAPTER 30.
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Chapter 30 Detergents 30.1Introducing detergents 30.2Structure of detergents 30.3Properties of detergents 30.4Making detergents 30.5Washing powder 30.6Comparing soaps and soapless detergents 30.7Problems associated with use of detergents CONTENTS OF CHAPTER 30
30.1 INTRODUCING DETERGENTS We use detergents every day, in one form or another. Like plastics and alkanols, most detergents are made from petroleum products. 30.1 INTRODUCING DETERGENTS
toothpaste soap body lotion face cleaning lotion shampoo washing powder dish-washing liquid car wash Figure 30.1 Detergents for different cleaning jobs. 30.1 INTRODUCING DETERGENTS
WHAT IS A DETERGENT? A DETERGENT is a substance which helps water to clean things better. TYPES OF DETERGENTS There are two types of detergents: Soapless detergents (or synthetic detergents) Soapy detergents (or soaps) 30.1 INTRODUCING DETERGENTS
Figure 30.2 Soapless detergents include washing powders, washing-up liquids, shampoos and hair conditioners. They are called ‘soapless’ because they contain no soap. Figure 30.3 Soapy detergents include bath soaps, laundry soaps and liquid soaps. 30.1 INTRODUCING DETERGENTS
30.2 STRUCTURE OF DETERGENTS GENERAL STRUCTURE OF DETERGENT PARTICLES Detergents are usually sodium (or potassium) salts of long-chain organic acids. The detergent anion consists of two parts: (1) An ionic group (the ‘head’) (2) A hydrocarbon chain (the ‘tail’) 30.2 STRUCTURE OF DETERGENTS
Figure 30.4 General structure of a detergent anion. Detergent anions therefore attract to both water and oil. This dual nature explains two important properties of detergents — the wetting property and the emulsifying property. 30.2 STRUCTURE OF DETERGENTS
Structure of soapless detergent particles Two common soapless detergents are: Sodium alkylbenzene sulphonate 30.2 STRUCTURE OF DETERGENTS
Sodium alkyl sulphate 30.2 STRUCTURE OF DETERGENTS
Structure of soap particles Soaps are sodium (or potassium) salts of long-chain alkanoic acids. The ionic head of soaps is always a carboxylate group (–COO-). A common soap is sodium stearate: 30.2 STRUCTURE OF DETERGENTS
A30.1 30.2 STRUCTURE OF DETERGENTS
30.3 PROPERTIES OF DETERGENTS AS A WETTING AGENT Water has a high surface tension. Figure 30.6 A pond skater. It can ‘walk’ on water, which has a high surface tension. 30.3 PROPERTIES OF DETERGENTS
A detergent reduces the surface tension of water. As a result of this, water spreads over the surface and wets it more easily. A detergent thus acts as a wetting agent. 30.3 PROPERTIES OF DETERGENTS
detergent solution tap water Figure 30.7 A detergent increases the wetting power of water. Tap water does not wet this piece of cloth easily, but a detergent solution does. 30.3 PROPERTIES OF DETERGENTS
AS AN EMULSIFYING AGENT Oil and water do not mix. An oil-water emulsion is unstable. On standing, the tiny oil droplets rapidly join together and grow larger to form a separate oily layer again. 30.3 PROPERTIES OF DETERGENTS
oil water Figure 30.8 Oil and water do not mix. 30.3 PROPERTIES OF DETERGENTS
Figure 30.9 Shaking a mixture of water and oil and allowing it to stand. 30.3 PROPERTIES OF DETERGENTS
An oil/water emulsion is unstable. 30.3 PROPERTIES OF DETERGENTS
Figure 30.10 Shaking a mixture of water and oil (with a little detergent added) and allowing it to stand. 30.3 PROPERTIES OF DETERGENTS
Figure 30.11 How detergent anions arrange themselves in an oil-water mixture: (b) after shaking (c) negatively charged oil droplets repel each other. (a) before the mixture is shaken An oil-water emulsion is stabilized by a detergent. 30.3 PROPERTIES OF DETERGENTS
An oil/water emulsion is stabilized by a detergent. 30.3 PROPERTIES OF DETERGENTS
To test properties of a detergent. 30.3 PROPERTIES OF DETERGENTS
foam oil/water emulsion stabilized by detergent CLEANSING ACTION OF DETERGENTS Figure 30.12 A detergent solution stabilizes an oil/water emulsion. 30.3 PROPERTIES OF DETERGENTS
DETERGENTS are cleansing agents. They are surfactants (surface active agents). They work by reducing the surface tension of water, enabling it to wet things more effectively, and by emulsifying grease. In general, ionic groups joined to hydrocarbon chains having 12 to 20 carbon atoms have good detergent properties. 30.3 PROPERTIES OF DETERGENTS
A30.2 (a) C, F and G. Detergents are sodium or potassium salts of long-chain organic acids (usually with number of carbon atoms between 12 and 20). A is an ester. B is an alkanoic acid. D has too few carbon atoms, while E has too many, H is a magnesium salt of alkanoic acid, so they do not possess good detergent properties. (b) C and F. (G is a soapless detergent as its anionic group is — OSO3, not — COO-). 30.3 PROPERTIES OF DETERGENTS
30.4 MAKING DETERGENTS MAKING SOAPLESS DETERGENTS Soapless detergents are manufactured from hydrocarbons obtained from petroleum. 30.4 MAKING DETERGENTS
MAKING SOAPS Soaps are made from animal fats (e.g. beef and mutton fat) or vegetable oils (e.g. palm oil and coconut oil). Figure 30.14 The palm oil from these palm trees can be used to make soap. 30.4 MAKING DETERGENTS
Fats and oils are naturally occurring triesters. In general, the formula of fats and oils can be represented as: 30.4 MAKING DETERGENTS
Figure 30.15 (a) General formula of fats and oils. (b) Model of a fat/oil molecule. 30.4 MAKING DETERGENTS
There are two basic processes in making soaps: Saponification Salting-out of soap Saponification Fat is hydrolysed (broken down by water) in alkaline solution to give a soap. The process is called saponification. fat / oil + sodium hydroxide glycerol + soap 30.4 MAKING DETERGENTS
A30.3 (a) No. Paraffin oil is a mixture of hydrocarbons, not esters. (b) No. Only alkalis can saponify fats and oils. Salting-out of soap After saponification is complete, much of the soap dissolves in the solution. To get the soap out , add a concentrated sodium chloride solution. This process is called salting-out of soap: conc. NaCl(aq) Soap(aq) soap(s) 30.4 MAKING DETERGENTS
To prepare a soap. 30.4 MAKING DETERGENTS
A30.4 (1) Wear safety spectacles. (2) Cover the beaker with a watch glass (to prevent solution from spurting out of the beaker). (3) Heat the beaker gently. 30.4 MAKING DETERGENTS
30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS COMPARING CLEANING ABILITIES IN SOFT WATER AND HARD WATER Water may be soft or hard. Soft water contains no or only very small concentrations of dissolved calcium and/or magnesium ions. Hard water contains appreciable concentrations of calcium and/or magnesium ions. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
To compare action of soap and soapless detergent in soft water and hard water. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
Experiment results show that soaps form a lather easily in soft water; they hardly form any lather in hard water. Instead, they give a sticky insoluble substance called scum. On the other hand, soapless detergents form a lather easily in both soft water and hard water. A30.5 (a) (i) Yes (ii) No. (b) (i) Yes (ii) Yes. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
ADVANTAGES AND LIMITATIONS OF SOAPS Advantages Soap has several advantages as a detergent: (1) It cleans very well in soft water. (2) It is non-toxic to water life. (3) It is biodegradable (i.e. can be broken down by bacteria). Therefore it will not cause foaming in sewage works and rivers. (4) It is only mildly alkaline (with pH between 8 and 9). Thus it seldom causes skin allergy. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
Limitations Soap has the following limitations: (1) Soap is only slightly soluble in water. Thus it is seldom used in washing machines. (2) It does not work well in hard water. Taking sodium stearate as an example of soap, Ca2+(aq) + 2CH3(CH2)16COO–(aq) (CH3(CH2)16COO)2Ca(s) Mg2+(aq) + 2CH3(CH2)16COO–(aq) (CH3(CH2)16COO)2Mg(s) stearate ion(scum) 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
(a) (b) Figure 30.19 (a) Soap in soft water — lather is formed. (b) Soap in hard water — no lather is formed. Note the scum formed. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
(3) Soap cannot be used in strongly acidic solutions. Taking sodium stearate as example, CH3(CH2)16COO–(aq) + H+(aq) CH3(CH2)16COOH(s) stearate ion (from acid)stearic acid (with no detergent properties) 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
Figure 30.20 Soap in strongly acidic solution — insoluble alkanoic acid is precipitated out. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
A30.6 (a) Hard water. Sea water contains magnesium salts in addition to sodium chloride. (b) No. Sea water is hard water. The calcium and/or magnesium ions present would react with soaps to form scum. SOLVING THE SOAP PROBLEM (1) Remove the hardness and acidity of water. An effective water softener is washing soda, sodium carbonate-10-water (Na2CO3 •10H2O). 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
Ca2+(aq) + CO32–(aq) CaCO3(s) Mg2+(aq) + CO32–(aq) MgCO3(s) Phosphates are also used as softeners. (2) Use soapless detergents instead of soaps. ADVANTAGES OF SOAPLESS DETERGENTS (1) Soapless detergents do not have the limitations of soaps. They do not form scum with hard water. (2) Soapless detergents are made from petroleum products, not from fats and oils. (3) Soapless detergents can be ‘tailor-made’ to suit a particular cleaning problem. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
Figure 30.22 Specially designed soapless detergents each suited for a particular purpose. 30.6 COMPARING SOAPS AND SOAPLESS DETERGENTS
30.7 PROBLEMS ASSOCIATED WITH USE OF DETERGENTS PROBLEMS ASSOCIATED WITH NON-BIODEGRADABLE DETERGENTS Detergents used in the early 1950s were non-biodegradable. This is because the early detergent particles contained branched hydrocarbon chains. 30.7 PROBLEMS ASSOCIATED WITH USE OF DETERGENTS
Figure 30.23 The structure of an early soapless detergent. 30.7 PROBLEMS ASSOCIATED WITH USE OF DETERGENTS
Figure 30.24 This river had a persistent thick foam caused by non-biodegradable detergents. 30.7 PROBLEMS ASSOCIATED WITH USE OF DETERGENTS
Soapless detergents nowadays are biodegradable. They contain straight (unbranched) hydrocarbon chains. Figure 30.25 The structure of a biodegradable soapless detergent. (Note the straight hydrocarbon chain.) 30.7 PROBLEMS ASSOCIATED WITH USE OF DETERGENTS
A30.7 Hydrocarbon chains in soaps are straight (i.e. unbranched). 30.7 PROBLEMS ASSOCIATED WITH USE OF DETERGENTS