SEC SEC ESIMS SEC/ESIMS 6), 7) Fig. 1 LC Pump for addition 5µL/ NaI NaI 15Da KIKI 166Da PMMA KCl PMMA SEC System(Agilent 11 LC) Fig. 1.25mL/ THF Agile
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1 Investigation of Synthetic Polymer Characterization by means of SEC/ESIMS Sumitomo Chemical Co., Ltd. IT-Related Chemicals Research Laboratory Yoshinobu TSUCHIDA Keiko YAMAMT Hiromi YAMADA It is difficult to analyze synthetic polymers using mass spectrometry, because they have a very wide molecular distribution (Mw/Mn). But if we select a relatively low molecular species, we can obtain information on polymer structure by means of MS. In this paper we describe an analysis method for synthetic polymers by means of SEC/ESIMS (using q-ms), some analysis cases, and the problems of this method. MALDI/ TFMS 1) MALDI Mw/Mn MALDI 2) ESI 3), 4) 5) LC/MS 199 SEC/ESIMS 6) MALDI/TFMS SEC/ESIMS 7) 1 54 MS 8) 9, 11 9), 1) SEC GPC 28-
2 SEC SEC ESIMS SEC/ESIMS 6), 7) Fig. 1 LC Pump for addition 5µL/ NaI NaI 15Da KIKI 166Da PMMA KCl PMMA SEC System(Agilent 11 LC) Fig. 1.25mL/ THF Agilent 11 LC/MDS Schematic Diagram of SEC/ESIMS System SEC THF NaI KI 5) KCl NaI,KI =1 1 1mM.5mL/ SEC PMAA, Fig. 2 MW = 31, 654, 94, 127, 293 1mg/mL25µL Fig. 2 n C5H82 Exact Mass : Mol. Wt. : C1H184 Exact Mass : Mol. Wt. : PMMA (Poly-methylmethacrylate) Fig. 3 Fig. 4 A TIC mau c) d) 22nm. TIC, +NaI. c) TIC, +KI. d) TIC, +KCl A ; averaging area of spectrums in Fig. 4 Column ; Tsk-gel Super HZ(4*3+3+25*2) Fig. 3 c) Fig A Size-exclusion Chromatograms of PMMA mixture NaI. +KI. c) +KCl SEC/ESIMS Spectrum at A Max : Max : 1986 Max :
3 ESI Cl2I2 PMMA MKCl PMMA [M+zK] z+ z K + z =1 2Cl 2e Cl2 2I 2e I2 KCl KH ESI/MS2 MS 11) SEC/ESIMS SEC/ESIMS mau nm TIC, 1mM KCl +.5mL/ B1~B4 ; averaging area of each mass spectrum in Fig.6 B1 ; B2 ; B3 ; B4 ; Column ; Tsk-gel Super HZ(4*3+3+25*2) Fig. 5 B1 B2 B Size-exclusion Chromatograms of PMMA mixture B4 1 B B B B4 n=21 n=24 n=23 n=22 [M+3K] 3+ n=25 n=44 n= n=27* n= n= [M+2K] 2+ [M+K] n=42 n= n= n= n= [M+2K] n=25 n= n=55 n=27* Fig. 6 SEC/ESIMS (+KCl) Spectrums at B1 to B4 28-
4 z 2 PMMA n=22 Fig Fig. 5, 6 SECESIMS Fig. 6 B1 B4 SEC B1SEC PMMA SEC / m z Fig. 6 B3n= 55,578.6 PMMAK = [M+2K] = [M+3K] δ δ δ n=27,[m+k] + n=27,[m+2k] Fig. 7 Profile Spectrum of n=27 peek (see Fig.6) 1 z =11Da2 z =2.5Da 31/3Da= DaFig. 7 2 Fig. 7 2 FWHM SEC/ESIMS q-tof 12) Fig. 8q-tof Micromass q-tof Ultima δ δ δ = 1Da / [M+2K] [M+3K] + Fig. 6 Fig. 7 n=27 PMMA [M+K] +, [M+2K] 2+ Fig n=27,[m+k] + n=27,[m+2k] 2+ c) n=55,[m+3k] 3+ Fig. 8 δ2 δ1 δ δ High resolution SEC/ESIMS Spectrum resolution = 6(FWHM) δ δ1 = 1Da δ2 =.5Da
5 6 FWHM 2 63 q-tof1 FWHM=2 4 = 4 2 FT-MS Fig. 9B2 Fig. 6 B (z+1)k, +zk, +(z-1)k, x1 x8 y1y6 PMMA 11Da 1Da 1/2, 1/3 +zk (z-1)k 16.7zz-1 z 14.3z z = = = PMMA Fig. 1 PMMA 1 1 M + 1 FWHM M Fig. 2 n Da x B x2 x zk +(z+1)k +(z-1)k +(z-2)k x4 y1 y2 y3 x5 x6 x7 x8 y4 y5 y Mono isotopic peak mer 1-mer C6H9824 Exact Mass : Mol. Wt. : mass Mono isotopic peak C51H81824 Exact Mass : Mol. Wt. : mass 123 Fig. 9 Expanded Spectrum A = = 1.2 z =7 Fig. 1 Simulated PMMA oligomer Peak(M + ) resolution = 1(FWHM) 28-
6 Exact Mass Da 1 1 Fig MS MW MS MS ±.1Da6±.1Da 1 ±.6DaMS MS ±.1Da MS SEC/ESIMS PPG PMMAFig UVTIC mau Fig C1 C2 UV=22nm TIC(+KCl) C1~C3 ; averaging area of the mass spectrum in Fig.12 Column ; Tsk-gel Super HZ (25+2*2+1) C Size-exclusion Chromatograms of PMMA+PPG Fig. 9 x5, y5table 1MW MS ±1 1ppm = 1±.1 PMMA C C Table 1 Peak () PMMA MW from SEC/ESIMS Spectrum ion type Experimental MW M+7K M+6K Calculated Peak top MW C3 Fig SEC/ESIMS(+KCl) Spectrum at C1~C3 Sample ; PMMA+PPG 28-
7 K +K PMMA+PPG K +3K PMMA K +7K K PPG +2K +K Column ; Tsk-gel Super HZ (25+2 * 2+1) Fig D Plots of SEC/ESIMS of PMMA+PPG 2 Fig. 12 PPG PMMA MS 2Fig. 13SEC/ESIMS, 2 PPG PMMA Fig. 13 SEC 2 R mau Fig nm TIC C GB Fr=2V nm TIC of SEC/ESIMS D ; averaging area of mass spectrums in Fig.15 Column ; Tsk-gel Super HZ (25+2*2+1) SEC of GB/MA copolymer G 149 MA C 149*4 M R2 149*3 (3, 3) (4, 2) (2, 4) (2, 5) (1, 6) Fr=4V 149* Fragment Voltage=2V Fragment Voltage=4V D 2 Fig Fig. 15 GB/MA copolymer SEC/ESIMS Spectrums at D 28-
8 K +K (1, 6) (3, 4) (1, 5) (2, 4) (1, 4) ( 2, 3) 1 8 R1 C G C M R Fig. 16 GB/MA copolymer 2 D plot by SEC/ESIMS (1,6) means G=1, M=6 Mw 1 Mw/Mn1.9 SEC ESIMS SEC/ESIMS(+KCl)MW =25 1[M+K] + Fig. 15 a CID Fig. 15 b 2 Fig Fig Fig. 17 (2,) (1,1) (,2) α=2 α=3 α=4 (A) α=5 Complexity of copolymer mass spectrum SEC/ESIMS Fig. 2 PMMA n=1 n=1 α (5,) (2,3) homo-polymer model co-polymer model α, β=1,2,3, (2,3) means α=2, β=3 (A) (B) α β (,5) 28-
9 N= 98, 99, 1, Fig. 13, 15 2 UV TIC ) 1),,,,, 1998-!, 68(1998) 2) X.Michael Liu, E. Peter Maziarz, David J. Heiler and George L. Grobe, J.Am.Soc.Mass Spectrom., 14, 195 (23) 3),,,,, 1993-!, 71 (1993) 4) John B. Fenn, Matthias Mann, Chin Kai Meng, Shek Fu Wong and Craige M. Whitehouse, Mass Spec. Revi., 9, 37 (199) 5),,, 22 9, 52 (22) 6) Laszlo Prokai and William J. Simonsick, Jr., Rapid Commun. Mass Spectrom., 7, 853 (1993) 7) Michel W. F. Nielen, Rapid Commun. Mass Spectrom., 1, 1652 (1996) 8),,,,, 54 (26), p.42 9),, 9 (26), p.147 1),,,,, 11 (26), p.71 11) Y. Yokoyama, J.Am.Soc.Mass Spectrom., 18, 1914 (27). 12) David J. Aaserud, Laszlo Prokai and William J. Simonsick, Jr., Anal.Chem., 71, 4793 (1999) 13) Steffen M. Weidner, Jana Falkenhagen, Sergey Maltsev, Volker Sauerland and Marian Rinken, Rapid Commun. Mass Spectrom., 21, 275 (27) PRFILE Yoshinobu TSUCHIDA Hiromi YAMADA Keiko YAMAMT 28-
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