DAI HOC QUOC GIA THANH PHO HO MINH NGUYEN THJ NHAT LE NGHIEN CLI’U XAC D!NH HAM LQNG SUDAN I TRONG T €1NG IT BANG PHLI€JNG PHAP VON AMPE TREN DIEN C C GLASSY CARBON Chuyén nganh Hoa Phan Tich Ma so 1[.]
Trang 1DAI HOC QUOC GIA THANH PHO HO MINH
NGUYEN THJ NHAT LE
Chuyén nganh: Hoa Phan Tich
Ma so: 1.04.03
LUAN VAN THAC SI KHOA HOC - HOA HOC
HUNG DAN KHOA HOCTS.NGUYEN PHLIC THANH
THANH PHO HO CH I MINH — 2008
Trang 2Chu’dng 1:DAICURING VES L I D A N
1.1MCiD D U
PHAPCCPHOXUNG PHAPV O N -A M P E TOTRONGQUA HOAT A N
8
TRINH TICHGOPVAHOA TAN 9
UIc a m u n -
i v Cack(Nieu×ie tit v
Chid a n c i i c hinhv e
vi viii PHANTONG QUAN 1 l 1.2PHAN LOAI,TINH CHATV A T L Y , H O A HOC
2
1.3DCCF H
5
Chirfing2:CCJ SPLY THUYETVACACPHLICING PHAPXACD!NH 7
pJ-IjyQNG p PVIN-AMPE 7
2.1.1PH IONG PH/\ PCXCPHO
2.1.2PHLICJNG 2.1.3PHUCJNG 2.1.4CACYEU VIP H A N
7
2.1.4.1QUATRINHTICHGOP -
9 2.1.4.2QUATRINHHOATAN
11
Trang 3CHE“PHANNLONG
KHLICUASUDANI
13
Trang 42.2.2 PHLIDNGP H A P SA CKYK H I DAUDO
LICJNGP H A P DIENDIMAOQUANVIIDAUDOUV 15
2.2.4 SAC KYL O N G H I E U N A N G C A O DAUDOQUANG HOA 15
2.2.5 SACKYL O N G H UNANGCAOVCI IDAUDOUV/Vis 16
2.2.6 PHL IONGP H A P SACKYL O N G GHEP KHOIPHO 17
PHANT H CNGHIE/M Chifdng3:KHAOSATQUI TRINHPHANTICH 18
3 1HOACH A T , THIETBJ 18
3.1.IHOACHAT 18
3.2TOUUHOA 50 19
3.2.1KHAOOSATDIENC CGLASSYCARBON 19
3.2.2KHAOSATDOLA PLAICUAABBEEMATDIENC C 21
3.2.4KHAOSATDUNGMOI 23
3 5pJ-JDJJNGDIII _ , 23
3.2.6THAIGIANTICHGOP - 25
3.2.7 THETICH 3.2.8 TO“CCDDOOQUETTHE”VABIEN 3.2.9CACCHATGAYN H I E U - 27
Trang 53.2.9.1CACC H A T C U N G H O S U D A N N H L I SUDANI I ,I I I , IV 273.2.9.2CACCCHHAA“TTTTTAAAOOOMMAAUUCCOOTTRROONNGGTTLUICDJNNGGDD’’TT 227
Trang 63.2.10D U © NGCHUAN,GI IH A N P H A T H I E N , G I O ’IH A N D! NH
L@N€i 28
3.2.10.1KHAOSETDLI’ONGCHUAN 28
3.2.10.2GUIHANPHATHIE/N,GUIHANDINHLUNG 29
Chilling4 : PHANT I C H MAU T R O N G C i T TINTH!TREfiNG 31
4 1C A C PHC1€JNGPHAPXLILYMAUTH CPHAMCNCHL’IASUDAN 314.1.1TRACINGHQPMAUDCINGIAN
31 4.1.2TRYINGHPMAUP H1’1CTAP 31
4.1.3XLILYMAUDEPHANTICHBANGHPLC-UV/Vis 31
4.1.4XLLYMAUDEPHANTICHBANGLCMS/MS 34
- ° »
4.1.5XLLYMA U DEXACDINHBANG VO N - AM P E D U N G G C E 3 4 4.2 QUITRINHPHANTICHMAUTUCINGIT 35
4.4 MAUTLIONGCI T GIAHOA 37
4.5 MAUTUCJNGITHAUSANH 38
Chu'dng5:KETQUA THAOLUAN 43
TAIL IE/UT H A M K H A O 47
Trang 7Déh o é n thénhlua
véiTSN guyénP h i t d c T h é n h , TSN guyénB é Hoéi Anh,n h i t n g ng ué i Théykinhyé
ud é l é n t i n h d i n d t , ch i’ b a n , hiténgd i n e m t r o n g c a q u é t r i n h h p c t a p 6 tr udngDpih p c Khoah p c Titnhienthénh pho ’HoC h i Minh.
Trang 8VIET CACK Y
Daud6di(nhoa
PhunionEtanolDaud o h u y n h q u a n gDrencu’cglassycarbonPhiffingphiipsackykhighépkhoiphfiDie
nc i f c giotthuyn g a n l r e oSackyl o n g hieun a n g c a o diingdaud 6 quanghoéSackyl o n g hieun a n g c ao diingdaudoUV/Vis
MetanolSack$l o n g g h é p khoiph oGidihanphiithienGic’lihandinhlifcingIonhoiiq u a n g hotd i fd’iépsuatthirdng
Dienc f c phut h u y n g a
n Vidin c f c carbond a l o p Dienc u ' c Calomenb a o hoa
Chiétphar a n
Trang 9Hinhl :l-Pickhii’cfiaSudanIquétthetir 0.0V—- 1 0 V,tiChgop90s,nongdQSudan15.l0"
M,2-piCOxyhoiiSudanIquétthet’ir-1.0V—0.0V 14
Hinh2:Biéudiéncu’clngdpdongcuaSudanI0.2pg/rnL _ 21Ifinh3 : Phfid o c u a S u d a n I 0.4p g / m L , p H = 6 0 , d BRE pa k '•436lTlV,d c › I T lphotphatéEPeak-•260mV,demacetateE,. 202rriV 22I-Finh4:BiéudiénsdichchuyénthetheopHcuaSudanI0.2pg/mL 24I-dinh5 : PicSudanItaicac gi:it r | pH4E=-380mV ,I=19.58pA;p H 6 = -
5 4 7 m V , I=20.84p A ; pH8E = - 6 2 3 m V , I =1l.57qA 24Ffinh6 : PicSudanI0.5mg/Lcicilcthcligiantichgopl-tichgop60s,2-
tichg6p 90s,3-tichgdp1 2 0 s , 4-tichgop1 8 0 s , 5-tichgdp240sva6 - tichgop300s.2 5Ifmh7 : PicSudan 10.15mg/L tait h e t i c h gop (1)-E=0.10V;(2)-E=0.00V;(3)-
E=-0.l0V _ ,., „ _.2 6
IFinh8 : Du ’c ln g c h u a n S u d a n I , t i c h g o p 180s;I picS u d a n I 0 05 mg /L ; 2
p i c Sudan1 0.10mg/L;3p i c S u d a n 1 0.15mg/L;4 p i c S u d a n I 0 2 0 m g / L ; 5
-p i cSudanI0.25mg/L 28Hinh9:DiffingchuanSudanI,thfiigian tichg6p180s,diencfcglassy carbon 29
Ifinh10:ScidokhoiquitrinhchiéttdchtiffingcitcotSPESilicage1 32Hlnh11:Scidokhoiquitrlnhchiéttiichtu'c1ngf’itcotSPEC18 33I-dinh1 2 : PicchuanSudanI,II,III,IVl 0 0 p g / L diingphifdngp h: ip LCMS/
MS.35Ifmh 1 3 : SudanI , II,III,IV t h e m c h u a n l00pg/
Lt r é n n é n t u ’ f i n g c i t Chin S u p p LCMS/MS _ _ 36
Hinh14:SackJdociiamautu’fingdtChinSutheoLCMS/MS 37
I-finh1 5 : Mautu’cingcitHauSanh(1),themchuanSudanI0.05mg/L(2),SudanI
Trang 10(7)lfinlu’cItt h e m ch u a n S u d a n I trénn é n ti f f in g d t RongVi(tc i ciicnongdosau0.0473mg/L,0.l41mg/L,0.232mg/L,0.323mg/L,0.4l1mg/L,0.455mg/L 42lfinh2 0 : s a c kyd o x a c dJnhSudanItrongcacmaut i f f i n g d t , pic(1)maut i f f i n gft’tH(au Sanh,pic(2)mautu’fingft’tRongVi(t,pic(3)mautu’fingd’tChinSu.43
Trang 11CHIDANC A C BANGS O LIEU
Bfing 1:Cii cthongsokythuatcaidatchomii yVon-Ampe 19
Bang2:Ciicsolieukhaosatdo1a)plaiciiabem a t dienccGCE 21
Bang3:Cifclngd dongcuaSudanItrongciicdungmoi 23
Bé ng4:CueingdodongSudanI(0.15mg/L)taicacgintrithetichg6p 26
Bang5:Gi:itricifclngdopicdoditcickhikhaosatdudngchuan 28
Bang6:Tinhiu néndo11lantréndiencircGC,tichgop180s 29
Bang7:Gifiihanxiicdi.nh vagifiihandinhlitcingciiaphiffingph:ip 29
Bang8:Hiusuatt h u hoivaRSD ciiaSudanI néntifcingd’tHauSanh 30
Bang9 : Solieuc h i é u c a o vad r e n t i c h p i c t i i d n g d t HauS a n h t h e m chuan 38
Bang10:Sol i e u c hi é u c a o vad i n tichc ua SudanIvamautu'dngo t HauSanh dilngphu’dngphiipHPLCUV/Vis 39
Trang 12khoahpc dfich€’ngminh di';ctinh gfiyungthxcua SudanId#ivfiiconng€éi,
s#qu#cgia,ciimycdichSudanI bic a m s i t dyngt r o n g thycpham fib$tk\ lu’‹Jngnfiovfiib3t
nn'
phdthi(ngi.Thfing 04nfim2003éA Do da Sudan Icongfitbptvfi tCfingfit.
thu’nfiyphai ditpcxficd)nhtheomiy'tk¶thu$t
phfin
thfipnhfitgifip choc:icB‹"; ngfi nh liénquan
mi)tlopiphy thycphfimdu'‹jc
t
lu’pngnho,a n tofinchosii‘ckhoénham
t:;oméiv | ,mfius a c d : i p f t n g yéu cfiuth | hieun g u 'di tiéu
Trang 13Sudan Icémfi us£cdfitu’digiiipcfiithi(n
Trang 14HO
re.Vfiiiruthec 6 cloaidiencu'cranhan chédu’cIcnhftngtacdpngtfii sii'ckhoé
“itru’cIngs o n g ,chfingtfiimongmuonnghiéncu”udifaramotquitrinhd c i n g i a n mahiu qua,d a p i ? n g nhucauc a p b a c h ci'iaxahoi,d e Hi
xécdinhS u d a n I trongtirdngdtb a n g p h u ’ d n g phiipV o n a m p e t r é n di(nc i f c g l a
s s y cacbond i f c l c chiingt f i ivinoc d n h i f n g l c l i t h e v é t h i é t bi , v a t t u ’, h o : i c h a
t khfing dat,deth i fc hic›n,thfiig i a n phant i c h n ha nh , ch inh xilc,dochpnlpccao,gifiiha n phiithien thfip
1.2PHANLOAI,TINHCHATVATLY,HOAHOC
Sudanl é l o a i p h f i m m a u t o n g h e l p c hir’ac i i ch e l p c h é t a z o , n a p h t o l s v
a c i i cgocmethyldidong,du’dcc h i a thanhnhiéul o a i tuyt h e o cfingthilchoéh p c Thongt hu ’d ngl o a i Sudan difclc si r dungtrongt h i r c phaml a S u d a n Imfiudfi.Macd i i Sudandircicchiathanh04loaiSudanI,II,III,IV,su’thaydoimausacciiac
acSudanl a dos t ' chuyéndoiv i t r i c u a cacn h f i mg o c m e t h y l Sudant a n
t r o n g dau
midvad|nhmautrongnd
+S u d a n I co d a n h p h : i pquoct é l a (1-(pheny1azo)—2—naphtho1)hayb e n z e n —(azo-1)-2—hydroxynaphthalen
—Khoi1u’dngphfintu’M=248.28.Cfingthu”cphfintu’:CJ 6H;NO
SudanI(SolventYellow)
Trang 15
(1-(4-pheny1azopheny1azo)-2-trongeterchodungdichmautan
quocté lédanhp h i l p
+Sudan HI co
Trang 16+SudanIVcodanhph:ipquoctéla(l-[2-methyl-4-[2-methylphenyl]-SudanIV(SolventR ed24)Tinhc h a tv a tI y : nhietd n d n g c h a y 181-
188‘C,phénh uy h o a n l o a n 0 206‘C.iudan I V c6 m a u n a u t o i , k h f in g t a n t r o n g
nu ’f ic Tant r o n g c h l o r o f o r m , e t h a n o l , ienzen,aceton,tantottrongdaumd,chatbéo
Tinhch at h o i i h p c c i i aS u d a n : SudanIvaI I thupcm o n o a zo , S u d a n IIIvaI
V huocdiazo,conh"ifngtinhchatsau:
Tinhox yhoa:diffiit ii cdungcuaciicchatkhify é u n h i f Na 2S,FeClk h f i n g t h e liiidifcicnhfimazo,nhutrgvfiiciicchatkhftmanhnhiiNaS„S n , Zn,Fe(trongIC1),S nC 1 „TiCl+ HC1,VSO4+H2SO4.NaS O 4 +NaOHc o thekhii’nhoma z oongph$ntitc:ichelpchatSudantaothanhciicamin
(H!
Trang 17phamfiuc h o n h i é n li9ux f i ng,dfiud i e s e l ,
nham myc dich cfimq u a n , t h u
Trang 18Theoc:ictfiili9ukhoa hpc thlSudan I,II,
Trang 19u"nga z o -
khii’dechoraanilinevac:icamino-naphtold o n g théit é chciicaminvat a o ranhifngchatgaydotbiéngentaosttarigsinhkhfingkiémsoétciiathbdo.KhiIebaoph:ittriénkhfingkiemso:itdifpcsCsinhraungthif,trongdéSudanIgaydotbiéngenmanhdotonthu’dngc h a t lieuditmyénciiathbao,titdédandentaothanhc:ickhoiutictinh.Titnam2003taiPh:ip,SudanIdu’cicxépvao
loaiho:i c h a t cétheg a y c h u y é n do i nhi ém s a c the,thuocv a o chat
gayungthifl o a i 3
nnguuycd
Thin g h i e m t r é n c h u t cho thay n é u diingl i e u c a o SudanI sCg ay r a cécri
ott a n g s i n h fig a n , difcicx e m l a y e u t o t i é n u n g thu'.Ngofi iraS u d a n con ga
yungthu’in:iu(bachcaucap)vau ng thifhach.Dacbietc6nhifngnghiéncu'uc6nca
nhbaoSudannhaycamgaybnhcakhitiépxiicquadavadu”cinghfihttp
NguyccImacbenhungthirtangcaotheolieulu’cIngsitdungvathciigiantiépxuc.N
é u i n tn g i i ’ d is f t d u n g s o lifcingt h ¿ c p h é mc é c h s ’ a S u d a n c a n g n h i é u , aongt h c i igiand a i thik h a n a n g b i u n g t h i r cangcao.Nhitngn g u y h a i doSudang
ayrad a n g l a v a n débif’cxfic,hdnn ifanh tfngquidinhveve s i n h , antoanthcphamch
ongif’ctidfintrongtoanxahi chifadu'cicquantaindunginit’c.T’ifdédatanh"ifngvandecanphaigiaiquyétthoad i i ngdetaoniémtinchomoingif’0ikhicii'dungthpcpham,int nhucauthiétyéutrongcuocsong
Trang 20Chu’fing2:CDSPLYTHUYETVACACPHunNGPHAPXACDINH
2.1PHUCJNGPHAPVON-AMPE[3]
Phu’clngphiipVon-ampeléphircingph:ipphfintichdienhofixacdinhnongd o C ha t c fi n phamt i c h tho
n g q u a v i e c dociffingdodongt a i di(ncifclamviectheothe4pvao.Phifclngphii
vaoh a i d i e n c f c Dot i n h c h a t utiv i e t c u a d i e n c i f c giotthuyn g a n r d i l a
b e matdiencclufinmdi,khoangthecathode rongnéndifcici’fngdungrongraidedinhtinhv a d ] n h lifcingc i icchatcokhan a n g khiihoa)coxyhoiic i i cionkiml oa i, cfcc h a t hii'ucctconhfima z o , carbonyl,h a l o g e n u r h f t u c f i , carbo
Trang 21Trongphu’ctngph:ipnaydic›ncc dirpcphfincifcbdimotdongdienmotchiéubiént h i é n t u y é n t i n h v f i i t o c do chain.C u o i moichukyngu’éitat h e m vaomotxungcobiéndocod)nh(t’ir2-100mV)vfiithfiigiantipxungkhoang
Trang 2240-l 0 0 m s S 6 n g cycphfid€dcghih a i 40-lf i n:kho$ng17msau’d"ckhi6pxungxfikh
o f i ng1 7 m S Ckfickhinghtxung.Khiquéttuyéntinht#cdf;thap,ma°cdédéngt y d i
$ n v 3 n h i § n dif;nnhutigc o n g hailfindocficgiftC)c€6ngdfjthudW‹Jccéchx’aclinggiftm d6ngtynénhi§uciachiing4i=i2-›lhfiunh€lopitrifdxpcthfinhphandéngt y
Uudi em céaphu’nngphfipcycph$xungviphfinsovdicycphficédienlficéthex :
i cd i n h r i é n g tu''ngc h $ t c o n g c l i n g m i)tdungd |
chk h i t h e b : i ns éngc i i a chiingc : ichn h a u 5 0 m V v f i c f i dfynhpyc a o d olop
ib f i d€pcdéngt u di(n.P h u’fingph:ipn$ycfithexdcdi;nhd€pcn4ngdi';xu#ngtd’i10’71 0 - ' M
2.1.3PHGDNGPHAPVON-AMPEHOATAN
Phu'fingphfipVon-ampeho$tandéngdedinhtinhvhd j n h l € ‹ j n g nh"€nghppchfitcéh$ml€pngrfitnhfinh'fivi(clfimgifiund ngdi';chfitcfinx:ied)nhcongq u : i c i n h tichg épchiingt e n
b e m f i tdi$nc;fc1$mvi(c.Phxdngphfi pnfiyc f i h(di(nc y c g 4 m 3d i(nc;fc:
Di9cc ; t c l $ m v i $ c : c f i t h e l f i di(nc y c giptt h u y n g f i nt r e o (HMDE),d i §
n cyc ranc6(tinhho)cquay),d i § n c y c rfink h f i n g t r d (tinhhoficquay),di(nc
Trang 23ichOl u ' c q u a y vfiivantock h f i n g d o i t r o n g suotq u: i trinhd i e n p h f i n (thu’fing
l é1000-4000v o n g / p h i i t)
Lu’cingc h a t t i c h g o p phqt h u o c v a o dic›nt i c h be m a t diencu'cnéndedatd
i fpcdolaplaicaothidientichbema)tdi(ncu'cphaicodinhtrongs u o t quatrinh
t i c h gopciingnhifgifiac i i c Iantichgopkhacnhau
Kicht h i f d c c i l ab e m a t d i e n ci rc difcicxemx é t , néuk i c h t h i fd’cbem(atnhfit
h i 1u'cIngc h a t tichg o p trongc i i n g thc li g i a n ithdn,diing di e n c cc6bem a t 1 ‹ i n hd
ncfit h e x i i cdinhvd’i1u’cIngchatnhfih d n n h i r n g s C c o hic:nt i m e i n g n h i e m b é
c a r b o n a t e , metanol t i n h k h i é t
Nén:del o a ianhhu’fing ciiadongdi en diciiaioncanxacd inh, giamdi(ntrfici
’iadungdichvaduytrimQtlifcionkhfingdoi,ngu”ditathemvaodungdichint
Trang 24x:icd|nh (gfip khoang 100lfin)
$tjl1$ chat nén Chfit dhng 1Em nén cdt h e lfi mu#i vfi cfi,acid ho)cd § m thofimfincficdiéu ki9n sau:
sovfiimu#i
vdikim
thekh 4chuan ciia
Jungd|chaciddCQcsrdyngl$mnén
chfit cfingtham gia phfin C’ngdi(nciy
c gangid trjthevfii ch:it x:ic
cu’cnén sfingkhé
céthet:ic
xi séchekhufitchfitcfin xficd[nh.Mfi tkh:ic,oxi1$ch$toxiho:inén
hpc.’V"iva°y
thelopioxihfii lopio x i r a khfiidungdjch o€dckhi tiénhfinhthi nghi(in.Cd
Trang 25n
thet i c hgfipkhfingthich hpp,cficion tppho)c nu’fi"c
tichg épg ix"a chfitcfin xficdinhvfi c:icch3t
Trang 26khiiclénbématdiencu’c,gaynhiéulamthaydfiihinhdangvacubing dopeak.Thu’fingc h o n thet i c h gopamh‹Jnt h e b é ns on g cuachatcanxacdinhkhoang0.3-0.5V.
Thfiigiantich gopvath’digiancénbangsautichgop:chpnthcligiantichgopphilh t t p v f i i n o n g d c h a t c a n x a c d i n h v a k i c h t h i t f i c c i i ad i e n c f c l a
m v i e c Thfiig i a n t i c h g o p quai t sC c h o cu’ cl ng d dongt h a p n h i t n g n h i G u q
u a c l i n g khongc a n thiet v i tonn h iéu t h c l igianv f i i c h khitrongdung dich 1u'pngchatxiicdinhconkhfingd : i n g kéva k h o l a insachdie:ncu'c.Thongthu’dng,thcligiantich
CéctapchattrongdungdJchc6thamgiaphanurigdie:ncu’ctrongkhoangthetichgop: Cécchatnayc o thel a i o n vfic f i hoachppchiithifuc d tantr on g nu' fi c Chun
gs e c a nht r a n h t i c h g 6 p v f i i c h a t c a nx : i e d i n h , c h e phup e a k h o f i t a n , h t t pphulénb é matd i e n c c c a n t r c i sitt i C h g o p h o a c g a y
hu’dngc i i achiingbangc : i c h taophu’c,c hi é t téch
—thfiigian detheodfiiqudtrlnh hoat a n
dienthe-thfii ian,d o n g
Ch KMUA H0t TU f4H|
Trang 27TH !J VI ± N
Trang 28TréndGéngbiéudiénqu:itrinhho$ta n séxu3thi§npeakhoatancuach$ic$nxdcd|inh.Chiéucao
peaktrongcdcdiéuki$nthichhdptiIpthu$nvéinongdf;céach$ttrongdungd|ch
T$cdf;quétthéa nhh u’dngtd’id
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n t h e d i n h h o f i tant h i 1C‹jngc h f i ttichgfipcénbem)tdi(ncycdfih o t t a n laivfiodungdich,dod6cifdngdppeakth:ilp vfip e a k b;ib é Ngu’pclpi,n é u q u é t t h e nhanhq ufi
t h i l Cfingc h:itt r e nd i(ncu’ckhéngd u théigianh o f i
nc q c ranc é qu:it h e h i d r o th:fpn én k h f i n g l f i mvipcdifpcévéngthef i m.Déngne
nc a o dosxhinht h f i nhIfipoxidtrénb e m)tho)cd ohidro h a p p h y , 1 d mb i é n d f i i
d p n g hpcc ua p h a n €‘ngdip nh o f i d 3 n d e n t i n hi$ud o khéngl)plpi
Bém)td i $ n cycr f i nthu’fingcfidpngd i a trén,di$ncijcr : i tde"bibfin
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