Hydroxypropyl cellulose (HPC) is a derivative of

cellulose Cellulose is an organic compound with the formula , a polysaccharide consisting of a linear chain of several hundred to many thousands of β(1→4) linked D-glucose units. Cellulose is an important structural component of the primary cell w ...

with both water solubility and organic solubility. It is used as an

excipient An excipient is a substance formulated alongside the active ingredient of a medication, included for the purpose of long-term stabilization, bulking up solid formulations that contain potent active ingredients in small amounts (thus often referred ...

, and topical ophthalmic protectant and lubricant.

Chemistry

HPC is an

ether In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula , where R and R′ represent the alkyl or aryl groups. Ethers can again be ...

of cellulose in which some of the hydroxyl groups in the repeating

glucose Glucose is a simple sugar with the molecular formula . Glucose is overall the most abundant monosaccharide, a subcategory of carbohydrates. Glucose is mainly made by plants and most algae during photosynthesis from water and carbon dioxide, u ...

units have been hydroxypropylated forming -OCH₂CH(OH)CH₃ groups using

propylene oxide Propylene oxide is an acutely toxic and carcinogenic organic compound with the molecular formula CH3CHCH2O. This colourless volatile liquid with an odour similar to ether, is produced on a large scale industrially. Its major application is its us ...

. The average number of substituted hydroxyl groups per

unit is referred to as the degree of substitution (DS). Complete substitution would provide a DS of 3. Because the hydroxypropyl group added contains a hydroxyl group, this can also be etherified during preparation of HPC. When this occurs, the number of moles of hydroxypropyl groups per glucose ring, moles of substitution (MS), can be higher than 3. Because cellulose is very crystalline, HPC must have an MS about 4 in order to reach a good solubility in water. HPC has a combination of

hydrophobic In chemistry, hydrophobicity is the physical property of a molecule that is seemingly repelled from a mass of water (known as a hydrophobe). In contrast, hydrophiles are attracted to water. Hydrophobic molecules tend to be nonpolar and, t ...

and

hydrophilic A hydrophile is a molecule or other molecular entity that is attracted to water molecules and tends to be dissolved by water.Liddell, H.G. & Scott, R. (1940). ''A Greek-English Lexicon'' Oxford: Clarendon Press. In contrast, hydrophobes are ...

groups, so it has a lower critical solution temperature (LCST) at 45 °C. At temperatures below the LCST, HPC is readily soluble in water; above the LCST, HPC is not soluble. HPC forms

liquid crystals Liquid crystal (LC) is a state of matter whose properties are between those of conventional liquids and those of solid crystals. For example, a liquid crystal may flow like a liquid, but its molecules may be oriented in a crystal-like way. The ...

and many

mesophase In chemistry and chemical physics, a mesophase is a state of matter intermediate between liquid and solid. Gelatin is a common example of a partially ordered structure in a mesophase. Further, biological structures such as the lipid bilayers of cell ...

s according to its concentration in water. Such mesophases include isotropic, anisotropic, nematic and

cholesteric A cholesteric liquid-crystal display (ChLCD) is a display containing a liquid crystal with a helical structure and which is therefore chiral. Cholesteric liquid crystals are also known as '' chiral nematic liquid crystals''. They organize in laye ...

. The last one gives many colors such as violet, green and red.

Uses

Lacrisert, manufactured by Aton Pharma, is a formulation of HPC used for artificial

tears Tears are a clear liquid secreted by the lacrimal glands (tear gland) found in the eyes of all land mammals. Tears are made up of water, electrolytes, proteins, lipids, and mucins that form layers on the surface of eyes. The different types of ...

. It is used to treat medical conditions characterized by insufficient tear production such as

keratoconjunctivitis sicca Dry eye syndrome (DES), also known as keratoconjunctivitis sicca (KCS), is the condition of having dry eyes. Other associated symptoms include irritation, redness, discharge, and easily fatigued eyes. Blurred vision may also occur. Symptoms range ...

), recurrent corneal erosions, decreased corneal sensitivity, exposure and neuroparalytic

keratitis Keratitis is a condition in which the eye's cornea, the clear dome on the front surface of the eye, becomes inflamed. The condition is often marked by moderate to intense pain and usually involves any of the following symptoms: pain, impaired e ...

. HPC is also used as a lubricant for artificial eyes. HPC is used as a

thickener A thickening agent or thickener is a substance which can increase the viscosity of a liquid without substantially changing its other properties. Edible thickeners are commonly used to thicken sauces, soups, and puddings without altering their t ...

, a low level binder and as an

emulsion An emulsion is a mixture of two or more liquids that are normally immiscible (unmixable or unblendable) owing to liquid-liquid phase separation. Emulsions are part of a more general class of two-phase systems of matter called colloids. Altho ...

stabiliser with E number E463. In pharmaceuticals it is used as a binder in tablets. HPC is used as a sieving matrix for DNA separations by capillary and microchip electrophoresis. HPC is the main ingredient in Cellugel, which is used in book conservation. Cellugel is described as "A safe, penetrating consolidant for leather book covers affected by red rot" and is produced by Preservation Solutions.

Notes and references

{{DEFAULTSORT:Hydroxypropyl Cellulose Excipients Cellulose Cellulose ethers E-number additives

Chemistry

Uses

See also

Notes and references