chemistry of crudes- dr y k sharma

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    CHEMISTRY OF CRUDE OILS

    BY

    DR.Y.K.SHARMA

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    THE CRUDE EVALUATION LAB IS ONE OF THEHEART LABORATORIES OF THE INSTITUTE .

    EVALUATION OF CRUDE OILS

    ♦ TO ASSESS THE YIELD AND PHYSICO -CHEMICAL CHARACTERISTICS (MAINACTIVITY )

    ♦ TO EVALUATE THE CRUDE OILS & ITSPETROLEUM PRODUCTS FOR THE

    INDIGENOUS AS WELL AS THE IMPORTEDCRUDE OILS .THE DATA GENERATED AREVERY MUCH USEFUL

    ♦ TO ASSESS THE QUALITY AND POTENTIALOF THE CRUDE OILS AND ITS PETROLEUM

    PRODUCTS .

    AN INTRODUCTIONOF

    CRUDE EVALUTION LAB

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    ♦ TO DESIGN THE GRASS ROOT REFINERY

    ♦ TO STUDY THE CHANGE IN THE QUALITY OF THECRUDE OVER A PERIOD OF TIME

    ♦ TO OPTIMISE THE PRODUCTION PATTERN ,SELECTION AND DESIGNING OF SECONDARYCONVERSION UNITS .

    ♦ TO UNDERSTAND THE QUALITY OF THEPRODUCTS SO THAT THE PRODUCTS CAN BEMARKETED WELL WITHIN THE SPECIFICATIONSLIMITS

    ♦ TO SUGGEST THE REQUIRED SECONDARYPROCESSES TO MEET THE MARKET DEMAND .

    ♦ THE LABORATORY IS WELL EQUIPPED WITH ALLTHE MODERN INSTRUMENTS FOR ASSESSINGTHE QUALITY OF THE PRODUCTS MORE

    PRECISELY .

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    CHEMISTRY OF CRUDE OILS

    PETROLEUM: THE WORD P ETROLEUM ISDERIVED FROM THE P ETRA -R OCK ANDOLEUM-O ILS .HENCE IT CAN BE DEFINE AS

    NATURAL OCCURING ORGANIC MATERIALCOMPOSED OF MAINLY BY HYDROCARBONS ,IN GASEOUS AND LIQUID STATE .

    CRUDE OILS :CRUDE OIL IS A COMPLE MI TURE OFHYDROCARBONS , ( I.E . P ARAFFIN !S ,NAPHTHENES & AROMATICS )BROWNISH BLACK IN COLOUR ANDCOLLOIDAL IN NATURE .

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    HETEROCOMPOUNDS OF O YGEN , SULPHURAND NITROGEN TRACE METALS LIKE NI, V,F", AND C".

    P HYSICALLY CRUDE OILS CAN VARY FROMLIGHT , MOBILE , STRAIN COLOURED LIQUIDSCONTAINING LARGE PROPORTION OF EASILY

    DISTILLABLE MATERIAL TO HIGHLY VISCOUS ,SEMI SOLID BLACK SUBSTANCES WITH VERYLITTLE MATERIAL THAT CAN BE RECOVEREDBY DISTILLATION .

    IMPURITIES:

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    ELEMENTAL COMPOSITIONOF

    CRUDE OILS (#WT)CARBON $%. -$'.$

    H YDROGEN

    . - *.S ULFUR . '-$.(MORE THAN +# IN HEAVY MISSISIPPI OR ME ICAN CRUDES , MIDDLE EAST -+#)

    NITROGEN . - .( . - . # IN CALIFORNIAN &SOUTH

    AMERICAN CRUDE )

    O YGEN . $- .$

    METALS . - . *

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    M /0 C1023/34"032 15 C647" O/8

    H YDROCARBONS

    (C OMPOUNDS COMPOSED OF C & HACCOUNT FOR + # OF THE MATERIAL )

    CARBON NO .DISTRIBUTIONS IN DISTILLATES

    NATURAL GAS P ARAFFINS C -C * GASOLINE P ARAFFINS , C +-C

    AROMATICS & NAPHTHENES KEROSINE DO C -C $

    GAS O IL DO C $-C $

    VGO DO C $-C *

    RESIDUE ASPHALTIC C * ONWARDS

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    Base of the Crude Oil

    1 !EY FR"CTIO# METHOD

    S$ %r "t &'(&' oF

    Fr 1 Fr)

    *)+',)-+oC. *)-+,/''

    oC.

    0' H2

    B"SE

    P ' 3)+1 or less ' 3-&) or less

    I ' 3)+1,' 3&') ' 4/0 to ' 3-&)

    # ' 3&') or hea5ier ' 4/0 or hea5ier

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    ) CH"R"CTERI6"TIO# F"CTOR

    3√TB!uo$ = -----------------------

    Sp.Gr. 60/60 oFTB = Mean Av. Boiling Point in Degree Rankin(a S!ppo"e #e $ave %r!&e a""a' &i"tillation &ata

    BP 300oF

    )0* ++0 o

    FFBP ),0 oF

    )0* &ata i" availa le t$en #e "$o!l& on"i&er ita" ol!1e Average Boiling Point ( ABP

    ABP = ++0 oF

    FBP , BP ),0 , 300Slope o t$e %!rve=---------------- = ------------- 200 200

    = ., o

    F *

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    TB(Mean Average Boiling Point an e&eter1ine& ro1 t$e !rve #$i $ "$o#"&i eren e to e a&&e& to ABP in 4 a5i" v"Slope o t$e a""a' in a5i".

    Fro1 t$e !rve t$i" &i eren e o1e" -6o

    Ft$ere ore TB(Mean Average Boiling Point= ++07 ( , 6 = +3+oFTB in Degree Rankin = +3+7+60=,8+( T09T)0 9T,0 &ata are availa le

    ABP = (T 097T)0 79T,0 / 3Slope = (T :0 , T20 / 60;it$ t$i" "lope #e al !late t$e &i eren e to ea&&e& #it$ ABP.( T209T)0 9T80 are availa le t$an

    ABP = (T 207 T )0 7 T 80 / +

    Slope = (T :0 , T20 / 60Re"t o t$e pro e&!re i" "a1e a" a ove .BAS<P 2 .2I 22.)-2 .2#

    22.) >?P #a" Propo"e& in 283: ' >?P

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    / . BMCI(a P@ PS %ARB? M

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    0 8ISCOSITY %R"8ITY CO#ST"#T

    1' 2 , 1 '-+) lo2 *8,/3.8%C 9 ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,

    1' , lo2 *8,/3.:here as

    2 9 S$ %r &'(&' oF

    8 9 S U S 8is;osit<

    B"SE

    P ' 3',' 3/

    I ' 3/,' 33

    # ' 33,' 4+

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    HYDROCARBONS:THE COMPOUNDS OF CARBON ANDHYDROGEN

    GENERAL FORMULA : C 0H 09

    0 ; , ,%.......... ; , ,- ,-*,-'.......... - %

    NORMAL ALKANES OR N-PARAFFINS:S ATURATED ALIPHATIC NORMAL CHAINCOMPOUNDS CONSTITUTING HOMOLOGUSSERIES OF GENERAL FORMULA C 0H 09 .

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    F?RM> A C B? G P? T RA G<?F

    D FF DS

    COMPOUNDS FORMULA BOILINGP OINT OC

    ETHANE (C 2H6) -88.6P ROPANE (C 3H8) -42.

    N-B UTANE (C 4H ! ) -!."N-P ENTANE (C " H 2 ) 36.N-H E#ANE (C 6H 4 ) 68.8N-H EPTANE (C $H 6 ) %8.4

    N-O CTANE (C 8H 8 ) 2".$ N-N ONANE (C %H2! ) "!.% N -D ECANE (C ! H22 ) $4.! N-U NDECANE (C H24 ) %".8 N-D ODECANE (C 2 H26 ) 2 6.3 N-T RIDECANE (C 3 H28 ) 234.!

    &' .

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    C11?" (C ' ):

    • THE COMPOUNDS ABOVE (C ' H%*) /.". N -

    C ETANE ARE SOLID AT ROOM TEMPERATURE

    AND SIMILAR IN NATURE TO PARAFFIN WA .

    • UPTO (C * H$ ) /.". TETRACONTANE

    • BEYOND UPTO (C ).(IN FEW CASES)

    • P ARAFFINS ARE LOW IN HEAVY GRADED OILS

    • UPTO %+ # IN LIGHT CRUDES (P ARAFFINIC IN

    NATURE )

    • R ELATIVELY NON REACTIVE & NON POLAR

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    SIGNIFICANCE :• O IDATION OF (C $-C % ) N-PARAFFINS RESULTING FATTY

    ACIDS FOR SOAP INDUSTRIES

    • O IDATION OF (C -C *) N-PARAFFINS RESULTINGSECONDARY ALCOHOLS

    • MONO -CHLOROPARAFFINS (C -C % ) AS CUTTING OILADDITIVES , PLASTICI@ERS AND FIRE RETARDANTCHEMICALS .

    • S ULPHONATED N -PARAFFINS (C ' -C ) FORBIODEGRADABLE DETERGENTS

    • P ARAFFIN WA

    • FREE@ING POINT IN ATF

    • COLD FLOW PROPERTIES OF DIESEL AND LUBES

    • IGNITION QUALITY OF GASOLINE AND DIESESL FUELS .

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    ISO PARAFFINS:

    BRANCHED PARAFFINIC H DROCARBONS * ENERAL FORMULA OF N -PARAFFINS IS (C +-H2+,2 ).E. .ISO BUTANEISO PENTANE &' .

    • (C 4-C 33 ) HAVE BEEN ISOLATED INPETROLEUMS

    • P REDOMINANT MEMBERS CARR THESIMPLEST T PE OF SIDE CHAIN .&. CH 3

    • HI*HEST CONCENTRATION OF 2- METH LE ALKANES IN (C 6-C 8) RAN*E .

    • DI AND TRI SUBSTITUTED ARE LESS ABUNDANT AND ARE MAINL PRESENT INHI*HER BOILIN* FRACTIONS .

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    SIGNIFICANCE:ISO PARAFFINS

    MOST DESIRABLE COMPONENTS FOR THE

    • * ASOLINE (DUE TO HI*H O CTANE NO .)• ATF • LUBRICATIN* OIL

    HI*HL) BRANCHED ISOMERS AREUNDESIRABLE IN DIESEL FUEL .

    NAPHTHENES

    S ATURATED COMPOUNDS

    APPEARS AS A RIN* STRUCTURES AND ALSOKNOWN AS CLOSE CHAIN OR C)CLICSATURATED COMPOUNDS . G ENERAL FORMULA (C 0-H 09 )- RN

    RN / NUMBER OF NAPHTHENIC RIN*S .

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    IN CRUDE OIL NAPHTHENES ARE PRESENT ABOUT "! 0

    B) WEI*HT AND ITS 1UANTIT) IS HI*HER IN HEAVIER

    FRACTIONS . T HE) OCCUR

    • NAPHTHA

    • PREDOMINATED IN MOST OF THE GAS OILS

    • LUBRICATING OILS

    •C

    HEMICALLY HIGHLY STABLE HYDROCARBONS.

    NAPHTHENES PRESENT IN THE CRUDE OILS AS

    • C)CLOPENTANE

    • C)CLOHE#ANE THEIR ALK)LATED DERIVATIVES

    • C)CLOHEPTANE (B.P 8 OC) HAS ALSO BEEN

    IDENTIFIED IN PETROEUM PRODUCTS .

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    AROMATIC HYDROCARBONS:

    UNSATURATED C CLIC H DROCARBONS

    GENERAL FORMULA (C 0 -H ,0-' ) & (C ,0 -H ,0-(, ).

    • AROMATICS ARE FOUND ABOUT " 0 BWEI*HT IN CRUDE OILS

    • PRESENT AS DERIVATIVES OF BEN ENE ANDPOL NUCLEAR AROMATIC H DROCARBONS(BOTH CONDENSED AND NON CONDENSEDT PES ) AND THEIR HOMOLO*UES .

    • THESE H DROCARBONS ARE CHEMICALLREACTIVE AND CAN FORM BOTH SUBSTITUTION

    OR ADDITION PRODUCTS• THUS BEHAVE AS SATURATED AS WELL ASUNSATURATED T PE OF H DROCARBONS .

    • HI*H AMOUNTS OF POL C CLIC AROMATICS ARE PRESENT IN HEAV *AS OIL LUBRICATIN*OIL AND IN RESIDUES .

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    SIGNIFICANCE:THE OCTANE NUMBER OF AROMATIC

    H DROCARBONS ARE MUCH HI*HER THAN

    PARAFFINS ISOPARAFFINS AND

    C CLOPARAFFINS OF THE SAME CARBON

    NUMBER THEREFORE AS RESULT OF

    REFORMIN* THE NAPHTHA B INCREASIN*

    THE CONCENTRATION OF AROMATICS OCTANE

    NUMBER CAN BE BOOSTED .

    NAPHTHENO AROMATICS

    THESE ARE A KIND OF AROMATICH DROCARBONS IN WHICH AROMATIC RIN* ISFUSED WITH AN ALIC CLIC RIN* WITH

    ALIPHATIC CHAINS .*&+&5 77 9 ; ' =?

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    • #or al $araffi=s ha5e the least desira>le

    ?=o;?i=2 ;hara;teristi;s@ a=d these >e;o e

    $ro2ressi5el< Aorse as the ole;ular At

    i=;reases

    • Iso,$araffi=s a=d =a$hthe=es ha5e hi2hero;ta=e tha= ;oores$o=di=2 =,$araffi=s@

    • O;ta=e =u >er of iso$araffi=s i=;resse as the

    de2ree of >ra=;hi=2 of the ;hai= is i=;reased

    • Olefi=s ha5e ar?edl< hi2her o;ta=e =u >ers

    tha= the ;orres$o=di=2 $araffi=s

    • "ro ati;s ha5e the hi2hest o;ta=e =u >er for

    the sa e =u >er of ;ar>o= ato s

    EFFECT OF COMPOSITIO# O# OCT"#E #O

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    O;ta=e =u >ers of all C- Ho=s

    Ho=s O;ta=e =u >ers=,He$ta=e 6ero

    ),/@Di, eth

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    @

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    SULPHUR COMPOUNDS

    S ULPHUR IS PRESENT IN CRUDE OILS ASH DROCARBON T PE AS WELL AS NON -H DROCARBON T PE .

    IN CRUDE OILS IT VARIES FROM !. -3.! PERCENTB WEI*HT BUT VALUES UPTO $.! 0 SULPHUR

    CONTENT OF CRUDE ARE ALSO KNOWN .

    INDIAN CRUDES ARE SWEET IN NATURE CONTAIN ABOUT (!.!"-!.4 0 B WT.) OF SULPHUR .

    NON HYDROCARBON TYPE SULPHUR

    S ULPHUR IS ALSO FOUND IN CRUDE ASELEMENTAL SULPHUR AND AS H DRO*ENSULPHIDES .

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    HYDROCARBON TYPE SULPHUR

    S ULPHUR IS PRESENT WITH CARBON H DRO*EN .IT IS FOUND IN THE FORM OF

    MERCAPTANS RSH

    THIOPHENES C CLIC

    SULPHUR COMPOUNDSS ULPHIDES RSR

    DISULFIDES RSSR

    IN LOW AND MEDIUM MOLECUALR WEI*HT RAN*E(UPTO C 2" ) IT IS ASSOCIATED WITH CARBON ANO# *EN WHERE AS IN HEAVIER FRACTIONS IT IS

    ASSOCIATED WITH POL C CLIC MOLECULES WHICHMA ALSO CONTAIN NITRO*EN AND O# *EN .

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    H2S (BP 6 .8) TO#IC DISTINCT ODOURPRESENT IN LI*HT PETROLEUM FRACTIONS ANDIN NATURAL *AS ACTS LIKE A WEEK MINERAL

    ACID BUT CORROSIVE .THIOL OR MERCAPTANS ARE MORE ACIDICHI*HL VOLATILE AND HAVE DISA*REEABLEODOUR .

    S ULPHIDES OR THIOETHERS AND DISULPHIDES ARE RELATIVEL UNSTABLE AND EASILCONVERTED BACK TO MERCAPTAN B HEATIN*THEM .

    THIOPHENE AND ITS DERIVATIVE HAVEREASONABL *OOD THERMAL STABILIT .R EFININ* TECHNI1UES REDUCE SULPHIDEPRODUCTS DUE TO THEIR DISA*REEABLEODOUR CORROSIVENESS BECAUSE THEIRCOMBUSTION PRODUCES SULFUROUS ANDSULFURIC ANH DRIDE (SO 2 AND SO 3)

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    EFFECTS OF SULPHUR COMPOUNDSIN CRUDE OIL:

    SULPHUR COMPOUNDS ARE MOST UNDESIRABLCONSTITUENTS OF CRUDE OIL .

    • CORROSIVE IN NATURE

    • ACTS AS *UM PRECURSORS DURIN* STORA*E

    • POLLUTION (TO#IC )

    • INCREASES DEPOSITS IN EN*INE

    • REDUCE LUBRICATIN* OIL LIFE• C AUSES WEAR IN EN*INES

    • ACTS AS POISON CATAL ST DURIN

    REFORMIN*

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    APPLICATION OF SULPHUR COMPOUNDS:

    S ULPHUR COMPOUNDS ARE NOT ALWA SHARMFUL TO THE PETROLEUM PRODUCTS . S OMETIME SULPHUR COMPOUNDS NATURALLPRESENT OR DELIBERATEL ADDED TO THEPETROLEUM FRACTIONS .S ULPHUR COMPOUNDS ACTS AS

    ♦ ANTI -O IDANTS

    ♦ ADDITIVE FOR HIGH PRESSURE LUBRICANTS

    ♦ DIESEL FUEL IGNITION QUALITY IMPROVER

    ♦ CETANE NO .IMPROVER

    ♦ CUTTING OIL IMPROVER

    ♦ DETERGENTS

    ♦ ASPHALT IMROVER

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    ORGANO-NITROGEN COMPOUNDS

    NITRO*EN COMPOUNDS PRESENT IN CRUDE OI*ENERALL LESS THAN SULPHUR COMPOUNDS IN

    WEI*HT PERCENT .MOST OF THE CRUDES CONTAIN !.2 0 WT OFTOTAL NITRO*EN .NITRO*EN COMPOUNDS PRESENT AS BASIC ASWELL AS NONBASIC IN NATURE .

    BASIC NITROGEN COMPOUNDS

    • P RIDINE• 1 UINOLINE• ISO -1UINOLINE

    NON BASIC NITROGEN COMPOUNDS

    • P RROLE• INDOLE•

    C ARBA OLE

    • P ORPH RINES (P RROLE NUCLEUS )

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    EFFECT OF NITROGEN COMPOUNDS IN

    CRUDE OIL

    • N ITRO*EN COMPOUNDS ACTS

    • P OISON TO THE CATAL ST DUE TO BASI

    NITRO*ENOUS COMPOUND ADSORPTION ON

    THE ACTIVE CENTRES OF THE CATAL ST .

    • IT IS A TEMPORAR PHENOMENON .

    • T HE COMPOUNDS ALSO IMPART ON THE

    DETERIORATION OF THE COLOUR OF

    PETROLEUM FRACTIONS .

    • 1 UININE 1UINALIDINE DO NOT DECOMPOSE .

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    O YGEN COMPOUNDS :O # *EN PRESENT IN THE CRUDE OIL IS RELATIVELLOW VAR IN* FROM TRACES TO MA#IMUM 2 0 BWEI*HT . I TS CONCENTRATION INCREASES WITHINCREASIN* THE BOILIN* POINT THEREFOREO# *EN CONTENT IS FOUND ABOUT 8 0 BWEI*HT .IN RESIDUAL OILS .

    O YGEN PRESENTS AS• F ATT ACIDS

    • N APHTHENIC ACIDS (M AINL OF C CLOPENATNE

    C CLOHE#ANE ))

    • P HENOLS

    • IN A SPHALTENES AS BRID*E ATOM BETWEEN

    POL C CLIC RIN*D

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    EFFECT OF O YGEN COMPOUNDSINCRUDE OIL:

    CORROSIVE IN NATURE AND CORRODE THEDISTILLATION UNIT .

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    HIGH MOLECULAR WEIGHT NITROGEN &SULPHUR COMPOUNDS

    THESE COMPOUNDS PRESENT IN THE CRUDE OIL AS A COMPLE# STRUCTURE KNOWN AS PORPH RINES .

    * ENERALL THE ARE PRESENT IN TH

    ASPHALTENES 3 RESINS .

    A SPHALTENE MOLECULES PROBABL CONSIST OFSHEET COMPRISIN* OF SOME !-2! P ERICONDENSED AROMATIC RIN*S LINKED WITH THENAPHTHENIC AND PARAFFINIC *ROUPS .

    A SPHALTENE MOLECULES FORM A**R*ATES

    M ICELLES : M OLECULAR WEIGHT %),)))P ARTICLE : M OLECULAR WEIGHT %)))-()))).R ESINS POSSESS LOWER MOLECULAR WEI*HT

    ("!!- 2!!).

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    METALLIC DERIVATIVES

    • METALS FOUND IN THE ASH OF PEROLEU

    RESIDUE . AND PEROLEUMFRACTIONS AS SUCH .

    • ASSOCIATED IN THE BRINES WHICH IS EMULSIFIED

    WITH OR AS SUCH IN CONTACT WITH THE CRUDE

    OIL

    • S ALTS OF OR*ANIC ACIDS PRESENT IN THE CRUDE

    OIL PARTICULARL IN CASE OF NI CU V MA BE

    PRESENT AS OR*ANIC PORPH RINS ALSO .• METALLIC CONCENTRATION IN THE CRUDES IS

    VER OFTEN LESS THAN !. 0 WT .

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    PHYSICO-CHEMICAL CHARACTERISTICSOF CRUDE OIL:

    • BASIC PROPERTIES• DENSIT API• REID VAPOUR PRESSURE• LI*HT END ANAL SIS

    • POUR POINT• VISCOSIT• WA# CONTENT• ASPHALTENES• CARBON RESIDUE• ASH CONTENT• DISTILLATION CHARACTERTISTICS•

    BASE OF CRUDE OIL

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    IMPURITIES:

    • WATER CONTENT• SALT CONTENT

    • BS W

    • SULPHUR CONTENT

    • NITRO*EN CONTENT

    • INOR*ANIC AND TOTAL ACID VALUE

    • TRACE METALS

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    DENSITY 1 API GRAVITY:

    MASS (M) DENSITY ; ------------ VOLUME (V)

    DENSIT OF THE SAMPLE

    SPECIFIC GRAVITY ; --------------------------- DENSIT OF THE WATER (AT SAME TEMPERATURE)

    4 ." 1 API GRAVITY ; --------------- - 3 ."

    SP.*R AT 6! 6! =F

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    DENSITY BY DIGITAL DENSITO-METE

    (ASTM-D 4!"2 IP36") FOR PETROLEUM

    ITS FRACTION

    DENSITY BY CAPILLARY STOPPRE

    PYKNOMETER METHOD

    (ASTM D-28$ IP- %!)

    SIGNIFICANCE• WEI*HT TO VOLUME OR VICE VERS

    CALCULATION.• CHACKN* THE CONSISTANC OF CRUD

    SUPPL• CONTROL OF REFINER OPERATION• USED IN VARIOS CORRELATION• (BASE OF CRUDE OIL BMCI D.INDE# ND

    METHODS ETC.• ALSO *IVES A IDEA ABOUT THE COS

    ASSESSMENT OF THE CRUDE OIL

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    REID VAPOUR PRESSURE (ASTM D-% % IP-' )DEFINED AS RELATIVE PERCENTA*E

    OF*ASEOUS LI*HT H DROCARBONSIN CRUDE OIL.MEASURE OF HOW QUICKLY FUELEVAPORATES:ITS REDUCTION PROVIDES THEMA ORIT OF VOLATILE EMISSIONREDUCTIONS.COMPONENT RVP K C<

    PROPANE 4.BUTANE 6.6

    CRUDE OIL !.! -!.!"

    FOR LPG POTENTIAL

    LI*HT END ANAL SIS CARRIED OUT B*LC FOR PERCENTA*E DISTRIBUTIONOF H DROCARBONS UPTO C " .

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    SIGNIFICANCE:

    • ? AT T4 AFF

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    • %? TR?

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    FOUR CLASSES OF HYDROCARBONSUSUALLY PRESENT IN PETROLEUM:

    • 0-ALKANES

    (0-PARAFFINS,@ ; 9 )

    • /-ALKANES (ISO PARAFFINS, @ ; 9 )

    • ALKYL NAPHTHENES

    (CYCLO PARAFFINS, @ ; ,- ,-* "3 .)

    • AROMATICS ( @ ; -',-$,- "3 .)

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    ALKANES:

    A7 +&9 5& ';& 9 ':5 '&@ 7 &+&5 7

    >=5?:7 C +H 2+,2.

    • A7 +&9 5& 5=? C '= =:' C !! .

    • T;& 5& 5&7 ' G&7 +=+-5& ' G& +@

    +=+-5=? C 4 =+ 5@9 5&

    9 9=?&59.

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    POSSIBLE #UMBER OF ISOMERS OF

    #ORM"L "L!"#ES:

    C"RBO##UMBERS

    =,"L!"#ES

    B Pt*"t1 E .

    #UMBER OFISOMERS

    ) 36 3, 2 ).6 2,

    20 2:+.0 :)2 26.0 3))2) :0.6 +3+:0 3+3.8 36.6 20 +

    ) +02.: 36.: 20 6

    30 ++8.0 +2.2 20 ,

    3) +,,.8 +8.3 20 20

    +0 ) 6 .+ 202

    +) ))0 , . 20 2+

    60 62).0 2.) 20 0

    ,0 6: .8 20)6.+ 20 ,

    200 :0:., )8 0 20 36

    Refere=;e K M.M.Bo&!"L'n"k'9

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    POSSIBLE STRUCTURES OF NAPHTHENES

    • ONE RING

    • TWO RINGS

    • THREE RINGS

    • FOUR RINGS

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    AROMATIC HYDROCARBONS

    DERIVATIVES OF BEN@ENE ANDPOLYNUCLEAR CONDENSED AROMATICS(HOMOLOGUES OF FOLLOWING SERIES)

    • ALKYL AROMATICS(@ ; -')• ALKYL NAPHTHALENES(@ ; - )• TRINUCLEAR(@ ; - $)

    • TETRA NUCLEAR(@ ; - )• PENTA NUCLEAR• ' OR RINGS STRUCTURES