# S507149



# Test Report

Measurement of the molecular weights

”FMN-666(Original) and Stability tested samples”

TORAY RESEARCH CENTER, INC.

3-3-7 Sonoyama

㧘 Otsu City

㧘 Shiga 520-8567

㧘

JAPAN 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻛㻞㻞



## CBI

# S507149

-1- Toray Research Center, Inc.

ޣ Summary ޤ

The GPC measurements of the original sample and the stability tested samples were

performed. The results are shown in Table A. The content of components having molecular

weight of less than 1000 was calculated of the original sample. The results are shown in Table B.

The average molecular weights and the molecular weight distribution curves of the stability

tested samples were almost same as those of the original sample.

The content of the component having molecular weight of less than MW 1000 was 0.41% of

the original sample.

Table A Average molecular weights *1



# Sample M

n *2 

# M

w *2 

# M

z *2 

# M

w / M

n M

z / M

w

pH 1.2 12500 25200 39600 2.02 1.57

pH 4.0 12300 25000 39300 2.03 1.57

pH 7.0 12600 25100 39400 1.99 1.57

pH 9.0 12300 25100 39500 2.04 1.57

Original 12700 25200 39500 1.98 1.57

*1 Relative values of polystyrene standards and average of the twice measurements

*2 M

n : Number average molecular weight

*2 M

w : Weight average molecular weight

*2 M

z : Z average molecular weight



# Table B Contents of components less than

MW 1000 of the original sample*

Run 1 0.45%

Run 2 0.36%

Average 0.41%

* Calculated values from polystyrene standards

molecular weight 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻞㻛㻞㻞



## CBI

CBI

# S507149

-2- Toray Research Center, Inc. 1. Sponsor

Name Daikin Industries, LTD.

Address 1-1, Nishi-Hitotsuya, Settsu, Osaka 566-8585, Japan

2. Test Laboratory

Name Toray Reserch Center, Inc.

Address 3-3-7 Sonoyama, Otsu City, Shiga, 520-8567, Japan

3. Objective

The objective of this measurement are to confirm of having molecular weight change or not

before and after stability test and to obtain contents of components having molecular weight of

less than 1000 of FMN-666.

4. Sample

Copolymer of 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-chloro-2-propenate / isobornyl

methacrylate / stearyl acrylate (Abbreviated title: FMN-666)

5. Experimental

5.1 Principle

Gel permeation chromatography (GPC) is a family of the liquid chromatography that

separates molecules of the polymer sample by the difference in their molecular size. The polymer

molecules are separated in the column packed with the gels that have the pore of the same size as

the polymer size in dilute solution (hydrodynamic volume). The high molecular weight

component is eluted faster than the low molecular weight component because the high molecular

weight component is slightly permeable into the pore of the gel. Therefore GPC provides the

molecular weight distribution curve and the average molecular weights of the polymer.

5.2 Measurement Parameters

Apparatus Gel Permeation Chromatograph (GPC-MALS1)



# Detector Differential refractive index detector RI-8020 (TOSOH)

Data Processing system GPC Data Processing System (Toray research Center)



# Column set Column set of two TSKgel GMH XL 

# and one TSKgel G2500H XL



# (TOSOH)

Mobile Phase Tetrahydrofuran 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻟㻛㻞㻞



## CBI

CBI

CBI

CBI

# S507149

-3- Toray Research Center, Inc. Flow rate 1.0 mL/min



# Temperature 23 r 2 ͠



# Sample Concentration 0.20% (w/v)



# Solubility Soluble



# Filtration 0.45 P m-Millex-LH (Millipore)



# Injection volume 0.200 mL



# the calibration curve of

the standards Polystyrene (PS) standards (TOSOH)



# 6. Results

6.1 GPC Curve

GPC curves of the sample are shown in Fig.1 to Fig.10. The signal of the sample was

detected from about 20 min. to 31 min. The peaks detected after about 31 min. of the elution time

were the solvent-composition-change, solvent-impurity and/or the system peak (It was confirmed

by the GPC measurement of the solvent. See Fig.11).

6.2 Calibration curve of molecular weight

The calibration curve of p olystyrene (PS) 

# standards is 

# shown in Fig.12. The calibration curve

was obtained from the relationship between the molecular weight and elution time under the

same GPC conditions. In this report the calculated molecular weights were relative values of PS

standards.

3

3 2

2 1 0 

# log t A t A t A A M

 

 

  (1)

where, M : Molecular weight

t : Elution time

A i : Coefficients

6.3 Calculation of molecular weight distr ibution (MWD) and average molecular weights



# The MWD was originated by the GPC curves of the sample (Fig.1 to Fig.10) and the

calibration curve (Fig.12) using GPC data processing system. The MWD curves and the average

molecular weights are shown in Fig.13 to Fig.22 and Table 1.

The average molecular weights were calculated according to Eqs. (2), (3) and (4). 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻠㻛㻞㻞

# S507149

-4- Toray Research Center, Inc. M

n = Ǜ ( N

i ࡮ M i )/ Ǜ N i (2)

M

w = Ǜ ( N

i ࡮ M i 2 )/ Ǜ ( N

i ࡮ M i ) (3)

M

z = Ǜ ( N

i ࡮ M i 3 )/ Ǜ ( N

i ࡮ M i 2 ) (4)

where, M

n : Number average molecular weight

M

w : Weight average molecular weight

M

z : Z average molecular weight

N

i : Molar fraction at elution time t i

M

i : Molecular weight at elution time t i

The polydispersity ( M

w / M

n , M

z / M

w ), indicating the index of the dispersion of MWD, is

shown in Table A.

where , M

w / M

n

: Polydispersity

(the index of the dispersion in the low molecular weight region)

M

z / M

w : Polydispersity

(the index of the dispersion in the high molecular weight region)

6.4 Content of the components less than molecular weight 1000 of the original sample

The MWD data are shown in Table 2 and Table 3. The content of the components having the

molecular weight of less than MW 1000 was 0.41% (average of 0.45% and 0.36%).

7. Conclusion

The GPC measurements of the original sample and the stability tested samples were

performed. The results are shown in Table A. The content of components having molecular

weight of less than 1000 was calculated of the original sample. The results are shown in Table B.

The average molecular weights and the molecular weight distribution curves of the stability

tested samples were almost same as those of the original sample.

The content of the component having molecular weight of less than MW 1000 was 0.41% of

the original sample. 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻡㻛㻞㻞



## CBI

CBI

### 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻢㻛㻞㻞㪪㪌㪇㪎㪈㪋㪐1 12400 25100 39500 2.02 1.57 Fig.152 12600 25200 39600 2.00 1.57 Fig.16Average 12500 25200 39600 2.02 1.571 12500 25100 39400 2.01 1.57 Fig.172 12100 24900 39100 2.06 1.57 Fig.18Average 12300 25000 39300 2.03 1.571 12500 25100 39400 2.01 1.57 Fig.192 12700 25100 39300 1.98 1.57 Fig.20Average 12600 25100 39400 1.99 1.571 12500 25100 39400 2.01 1.57 Fig.212 12100 25000 39500 2.07 1.58 Fig.22Average 12300 25100 39500 2.04 1.571 12500 25100 39500 2.01 1.57 Fig.132 12800 25200 39400 1.97 1.56 Fig.14Average 12700 25200 39500 1.98 1.57* Relative values of polystyrene standardsOriginalRunpH 9.0pH 7.0Test solutionpH 1.2pH 4.0Molecular WeightDistributionTable 1Average Molecular Weight*MnMwMzMw/MnMz/MwToray Research Center, Inc.㼀㻿㻙㻲㻠㻠㻠㻸㻷㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝㻼㼍㼓㼑㻌㻌㻣㻛㻞㻞



## CBITable 6 Molecular Weight DataSample : FMN-666(Original,Run 1) Mn : 12500File : A10.MWD Mw : 25100Area : 500.85 mV・sec Mz : 39500Operator: HamashigeMv :Date : 2012/6/28 Mw/Mn: 2.01Mz/Mw: 1.57S506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)20.26 203502 0.000 0.000 100.0020.33 193142 0.003 0.001 100.0020.39 183348 0.008 0.003 99.9920.46 174086 0.013 0.005 99.9820.53 165326 0.020 0.007 99.9720.59 157039 0.028 0.010 99.9520.66 149197 0.038 0.014 99.9220.73 141774 0.050 0.018 99.8920.79 134748 0.065 0.024 99.8420.86 128094 0.083 0.030 99.7820.92 121793 0.103 0.037 99.7020.99 115824 0.127 0.046 99.6121.06 110168 0.155 0.057 99.4921.12 104808 0.186 0.069 99.3521.19 99727 0.224 0.083 99.1921.26 94909 0.267 0.099 98.9921.32 90341 0.313 0.117 98.7521.39 86008 0.367 0.137 98.4821.46 81898 0.427 0.161 98.1521.52 77998 0.494 0.186 97.7821.59 74296 0.567 0.215 97.3521.66 70782 0.649 0.247 96.8621.72 67446 0.739 0.282 96.2921.79 64278 0.835 0.320 95.6621.86 61269 0.940 0.361 94.9421.92 58410 1.053 0.406 94.1321.99 55693 1.175 0.454 93.2322.06 53112 1.305 0.506 92.2322.12 50658 1.444 0.562 91.1222.19 48325 1.589 0.620 89.8922.26 46107 1.742 0.683 88.5522.32 43997 1.900 0.747 87.0822.39 41990 2.060 0.812 85.4822.46 40081 2.222 0.879 83.7622.52 38264 2.383 0.946 81.9022.59 36535 2.538 1.010 79.9222.66 34888 2.686 1.072 77.8222.72 33321 2.820 1.129 75.6122.79 31829 2.940 1.181 73.3022.86 30407 3.039 1.225 70.9022.92 29053 3.115 1.259 68.4322.99 27763 3.170 1.285 65.92Table 6 Page - 1File : A10.MWD2S507149S506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)23.06 26534 3.197 1.299 63.3723.12 25362 3.198 1.304 60.8223.19 24246 3.174 1.298 58.2823.26 23181 3.128 1.282 55.7623.32 22166 3.063 1.259 53.3023.39 21198 2.986 1.231 50.8923.46 20274 2.900 1.199 48.5523.52 19394 2.814 1.166 46.2823.59 18553 2.732 1.135 44.0723.66 17751 2.654 1.105 41.9323.72 16986 2.586 1.080 39.8523.79 16255 2.525 1.057 37.8123.86 15558 2.467 1.035 35.8323.92 14892 2.413 1.015 33.8823.99 14256 2.358 0.994 31.9824.06 13648 2.298 0.971 30.1324.12 13068 2.231 0.945 28.3324.19 12514 2.157 0.916 26.5824.26 11984 2.075 0.883 24.9024.32 11478 1.985 0.847 23.2924.39 10994 1.891 0.808 21.7524.46 10532 1.793 0.768 20.2924.52 10090 1.691 0.726 18.9124.59 9667 1.592 0.685 17.6124.66 9263 1.494 0.644 16.3924.72 8877 1.401 0.605 15.2424.79 8507 1.311 0.567 14.1724.86 8153 1.223 0.530 13.1724.92 7815 1.140 0.495 12.2324.99 7491 1.063 0.462 11.3625.06 7182 0.989 0.431 10.5525.12 6885 0.921 0.402 9.7925.19 6601 0.856 0.374 9.0925.26 6330 0.797 0.349 8.4425.32 6070 0.739 0.324 7.8325.39 5821 0.687 0.302 7.2725.46 5582 0.638 0.281 6.7425.52 5354 0.591 0.260 6.2625.59 5135 0.548 0.242 5.8125.66 4926 0.508 0.224 5.3925.72 4725 0.469 0.208 5.0025.79 4533 0.435 0.193 4.6525.86 4349 0.402 0.178 4.3225.92 4172 0.374 0.166 4.0125.99 4003 0.345 0.153 3.7326.06 3841 0.319 0.142 3.4626.12 3685 0.295 0.131 3.2226.19 3536 0.272 0.121 3.0026.26 3394 0.251 0.112 2.79Table 6 Page - 2File : A10.MWDS507149㼀㻿㻙㻲㻠㻠㻠㻸㻷㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝㻼㼍㼓㼑㻌㻌㻤㻛㻞㻞CBICBIS506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)26.32 3257 0.230 0.103 2.6026.39 3125 0.212 0.095 2.4326.46 2999 0.196 0.088 2.2726.52 2879 0.180 0.081 2.1226.59 2763 0.165 0.074 1.9826.66 2652 0.151 0.068 1.8626.72 2545 0.140 0.063 1.7426.79 2443 0.129 0.058 1.6326.86 2345 0.118 0.053 1.5426.92 2251 0.109 0.049 1.4526.99 2161 0.100 0.045 1.3627.06 2074 0.091 0.041 1.2927.12 1991 0.083 0.037 1.2227.19 1911 0.076 0.034 1.1627.26 1835 0.070 0.032 1.1027.32 1761 0.064 0.029 1.0527.39 1691 0.060 0.027 1.0027.46 1623 0.054 0.024 0.9527.52 1558 0.052 0.023 0.9127.59 1496 0.049 0.022 0.8727.66 1436 0.049 0.022 0.8327.72 1379 0.048 0.022 0.8027.79 1324 0.050 0.022 0.7627.86 1271 0.051 0.023 0.7227.92 1220 0.057 0.026 0.6727.99 1171 0.064 0.029 0.6228.06 1124 0.070 0.032 0.5728.12 1079 0.072 0.032 0.5128.19 1036 0.070 0.031 0.4528.26 994 0.062 0.028 0.4028.32 954 0.053 0.024 0.3628.39 916 0.043 0.019 0.3228.46 879 0.033 0.015 0.2928.52 844 0.026 0.012 0.2728.59 810 0.020 0.009 0.2528.66 777 0.017 0.008 0.2428.72 746 0.015 0.007 0.2228.79 716 0.012 0.005 0.2128.86 687 0.011 0.005 0.2028.92 659 0.010 0.004 0.2028.99 633 0.010 0.004 0.1929.06 607 0.008 0.004 0.1829.12 583 0.010 0.005 0.1729.19 559 0.014 0.006 0.1629.25 536 0.020 0.009 0.1529.32 515 0.023 0.010 0.1329.39 494 0.025 0.011 0.1129.45 474 0.024 0.011 0.0929.52 454 0.021 0.009 0.07Table 6 Page - 3File : A10.MWDS507149S506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)29.59 436 0.016 0.007 0.0629.65 418 0.011 0.005 0.0529.72 401 0.008 0.003 0.0429.79 384 0.005 0.002 0.0429.85 369 0.004 0.002 0.0429.92 353 0.002 0.001 0.0329.99 339 0.001 0.001 0.0330.05 325 0.002 0.001 0.0330.12 311 0.002 0.001 0.0330.19 299 0.003 0.001 0.0330.25 286 0.003 0.001 0.0330.32 274 0.005 0.002 0.0230.39 263 0.005 0.002 0.0230.45 252 0.005 0.002 0.0130.52 241 0.005 0.002 0.0130.59 231 0.004 0.002 0.0130.65 222 0.003 0.001 0.0030.72 212 0.003 0.001 0.0030.79 203 0.002 0.001 0.00Table 6 Page - 4File : A10.MWDS507149㼀㻿㻙㻲㻠㻠㻠㻸㻷㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝㻼㼍㼓㼑㻌㻌㻥㻛㻞㻞Table 7 Molecular Weight DataSample : FMN-666(Original,Run 2) Mn : 12800File : A11.MWD Mw : 25200Area : 493.61 mV・sec Mz : 39400Operator: HamashigeMv :Date : 2012/6/28 Mw/Mn: 1.97Mz/Mw: 1.56S506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)20.26 203502 0.000 0.000 100.0020.33 193142 0.003 0.001 100.0020.39 183348 0.006 0.002 99.9920.46 174086 0.012 0.004 99.9920.53 165326 0.020 0.007 99.9720.59 157039 0.028 0.010 99.9520.66 149197 0.037 0.014 99.9320.73 141774 0.050 0.018 99.8920.79 134748 0.065 0.024 99.8420.86 128094 0.081 0.030 99.7820.92 121793 0.100 0.037 99.7120.99 115824 0.125 0.047 99.6121.06 110168 0.152 0.057 99.5021.12 104808 0.184 0.069 99.3621.19 99727 0.221 0.083 99.1921.26 94909 0.261 0.099 98.9921.32 90341 0.309 0.117 98.7621.39 86008 0.362 0.137 98.4821.46 81898 0.421 0.161 98.1621.52 77998 0.487 0.187 97.7921.59 74296 0.559 0.215 97.3621.66 70782 0.639 0.247 96.8621.72 67446 0.727 0.281 96.3021.79 64278 0.823 0.320 95.6621.86 61269 0.927 0.361 94.9421.92 58410 1.039 0.406 94.1421.99 55693 1.159 0.455 93.2322.06 53112 1.287 0.507 92.2322.12 50658 1.424 0.562 91.1222.19 48325 1.568 0.621 89.9022.26 46107 1.719 0.683 88.5522.32 43997 1.875 0.748 87.0822.39 41990 2.033 0.814 85.4822.46 40081 2.194 0.881 83.7522.52 38264 2.354 0.948 81.8922.59 36535 2.508 1.013 79.9122.66 34888 2.654 1.075 77.8022.72 33321 2.787 1.133 75.5822.79 31829 2.905 1.184 73.2722.86 30407 3.003 1.228 70.8622.92 29053 3.080 1.263 68.3922.99 27763 3.132 1.288 65.87Table 7 Page - 1File : A11.MWD3S507149S506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)23.06 26534 3.160 1.303 63.3123.12 25362 3.161 1.308 60.7523.19 24246 3.137 1.301 58.2023.26 23181 3.091 1.286 55.6823.32 22166 3.029 1.263 53.2123.39 21198 2.952 1.235 50.7923.46 20274 2.869 1.203 48.4423.52 19394 2.784 1.170 46.1623.59 18553 2.702 1.139 43.9523.66 17751 2.627 1.110 41.8023.72 16986 2.559 1.084 39.7123.79 16255 2.498 1.061 37.6623.86 15558 2.443 1.040 35.6723.92 14892 2.389 1.020 33.7223.99 14256 2.333 0.998 31.8124.06 13648 2.274 0.975 29.9524.12 13068 2.206 0.948 28.1424.19 12514 2.133 0.919 26.3924.26 11984 2.052 0.886 24.7024.32 11478 1.963 0.849 23.0924.39 10994 1.869 0.810 21.5424.46 10532 1.773 0.770 20.0824.52 10090 1.672 0.728 18.6924.59 9667 1.573 0.686 17.3924.66 9263 1.477 0.646 16.1624.72 8877 1.384 0.606 15.0224.79 8507 1.292 0.567 13.9424.86 8153 1.206 0.530 12.9424.92 7815 1.124 0.495 12.0024.99 7491 1.047 0.462 11.1325.06 7182 0.975 0.431 10.3225.12 6885 0.907 0.402 9.5725.19 6601 0.844 0.374 8.8625.26 6330 0.785 0.349 8.2125.32 6070 0.728 0.324 7.6025.39 5821 0.676 0.301 7.0425.46 5582 0.627 0.280 6.5225.52 5354 0.581 0.259 6.0325.59 5135 0.538 0.241 5.5825.66 4926 0.498 0.223 5.1725.72 4725 0.460 0.206 4.7925.79 4533 0.426 0.192 4.4325.86 4349 0.395 0.177 4.1025.92 4172 0.365 0.164 3.8025.99 4003 0.335 0.151 3.5226.06 3841 0.309 0.139 3.2626.12 3685 0.285 0.129 3.0226.19 3536 0.262 0.118 2.8026.26 3394 0.240 0.109 2.60Table 7 Page - 2File : A11.MWDS507149㼀㻿㻙㻲㻠㻠㻠㻸㻷㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝㻼㼍㼓㼑㻌㻌㻝㻜㻛㻞㻞CBICBIS506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)26.32 3257 0.220 0.100 2.4226.39 3125 0.204 0.092 2.2526.46 2999 0.188 0.085 2.0926.52 2879 0.174 0.079 1.9426.59 2763 0.160 0.072 1.8126.66 2652 0.146 0.067 1.6926.72 2545 0.133 0.061 1.5826.79 2443 0.123 0.056 1.4726.86 2345 0.113 0.051 1.3826.92 2251 0.103 0.047 1.2926.99 2161 0.093 0.042 1.2127.06 2074 0.086 0.039 1.1427.12 1991 0.077 0.035 1.0827.19 1911 0.070 0.032 1.0227.26 1835 0.064 0.029 0.9727.32 1761 0.060 0.028 0.9227.39 1691 0.054 0.025 0.8727.46 1623 0.050 0.023 0.8327.52 1558 0.047 0.022 0.7927.59 1496 0.046 0.021 0.7527.66 1436 0.045 0.021 0.7127.72 1379 0.044 0.020 0.6827.79 1324 0.045 0.020 0.6427.86 1271 0.047 0.021 0.6127.92 1220 0.052 0.024 0.5727.99 1171 0.059 0.027 0.5228.06 1124 0.064 0.029 0.4728.12 1079 0.066 0.030 0.4228.19 1036 0.063 0.029 0.3628.26 994 0.055 0.025 0.3228.32 954 0.046 0.021 0.2828.39 916 0.036 0.016 0.2428.46 879 0.027 0.012 0.2228.52 844 0.020 0.009 0.2028.59 810 0.015 0.007 0.1928.66 777 0.012 0.005 0.1828.72 746 0.008 0.004 0.1728.79 716 0.007 0.003 0.1628.86 687 0.005 0.002 0.1628.92 659 0.006 0.003 0.1528.99 633 0.005 0.002 0.1529.06 607 0.006 0.003 0.1529.12 583 0.009 0.004 0.1429.19 559 0.011 0.005 0.1329.25 536 0.015 0.007 0.1229.32 515 0.020 0.009 0.1029.39 494 0.021 0.009 0.0929.45 474 0.020 0.009 0.0729.52 454 0.017 0.008 0.06Table 7 Page - 3File : A11.MWDS507149S506740Retention Molecular Intensity d(Weight)Weight %Time Weight (mV) d Log(MW)(min)29.59 436 0.014 0.006 0.0429.65 418 0.011 0.005 0.0329.72 401 0.007 0.003 0.0329.79 384 0.004 0.002 0.0229.85 369 0.002 0.001 0.0229.92 353 0.000 0.000 0.0229.99 339 0.000 0.000 0.0230.05 325 0.000 0.000 0.0230.12 311 0.000 0.000 0.0230.19 299 0.000 0.000 0.0230.25 286 0.002 0.001 0.0230.32 274 0.003 0.001 0.0230.39 263 0.003 0.001 0.0230.45 252 0.004 0.002 0.0130.52 241 0.004 0.002 0.0130.59 231 0.004 0.002 0.0130.65 222 0.003 0.001 0.0030.72 212 0.002 0.001 0.0030.79 203 0.001 0.000 0.00Table 7 Page - 4File : A11.MWDS507149㼀㻿㻙㻲㻠㻠㻠㻸㻷㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝㻼㼍㼓㼑㻌㻌㻝㻝㻛㻞㻞

### 15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(Original,Run 1) THF 

# Fig . 2-1 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 0



## Retention Time (min)RIIntensitymV 

# 1

15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(Original,Run 2) THF 

# Fig . 2-2 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 1



## Retention Time (min)RIIntensitymV 

# 2 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻞㻛㻞㻞

### 15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 1.2-1) THF 

# Fig . 2-3 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 4



## Retention Time (min)RIIntensitymV 

# 3

15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 1.2-2) THF 

# Fig . 2-4 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 8



## Retention Time (min)RIIntensitymV 

# 4 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻟㻛㻞㻞

### 15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 4.0-1) THF 

# Fig . 2-5 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 5



## Retention Time (min)RIIntensitymV 

# 5

15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 4.0-2) THF 

# Fig . 2-6 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 9



## Retention Time (min)RIIntensitymV 

# 6 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻠㻛㻞㻞

### 15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 7.0-1) THF 

# Fig . 2-7 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 6



## Retention Time (min)RIIntensitymV 

# 7

15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 7.0-2) THF 

# Fig . 2-8 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 2 0



## Retention Time (min)RIIntensitymV 

# 8 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻡㻛㻞㻞

### 15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 9.0-1) THF 

# Fig . 2-9 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 1 7



## Retention Time (min)RIIntensitymV 

# 9

15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : Column : Operator : Apparatus : Temperature : Injection Volume : Detector : Concentration : Flow Rate : Sample : Solvent :

2012/06/28 TSKgel GMHXL(2),G2500HXL(1) Hamashige GPC-MALLS(1) 23.0 °C 0.200 mL RI 32x 0.20 % 1.0 mL/min FMN-666(pH 9.0-2) THF 

# Fig . 2-10 Gel Permeation Chromatogram

Toray Research Center Inc. F ile: A 2 1



## Retention Time (min)RIIntensitymV 

# 10 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻢㻛㻞㻞

### 15 20 25 30 35 40 0 1 2 3 4 5 6 7 8 Date : C olumn : Operator : Apparatus : Temperature : Inj ection Volume : Detector : C oncentration : Flow Rate : Sample : Solvent :

2012/06/28 TSK gel G MHX L(2),G 2500HX L(1) Hamashige G PC

-MALLS(1) 23.0 °C 0.200 mL RI 32x - 1.0 mL/min Solvent THF 

# Fig . 2-11 Gel Permeation Chromatogram

Toray Research Center Inc. File: A13



## Retention Time (min)RIIntensitymV 

# 11

18 20 22 24 26 28 30 32 0 1 2 3 4 5 6 7 8 9 10 Flow Rate : Solvent : Date : C olumn : Operator : Apparatus : Temperature : Sample : Detector :

1.0 mL/min THF 2012/06/28 TSK gel G MHX L(2),G 2500HX L(1) Hamashige G PC

-MALLS(1) 23.0 °C Polystyrene RI 32x 

# Fig . 2-12 Calibration Curve

Toray Research Center Inc. F ile: C 0 2

. B X X



## L og( MW)

= A ( 0

) + A ( 1 ) T + A ( 2

) T 2 

## + A ( 3 ) T 3 

## + ・・・ C oef f icien t( O rd er: 3 )

A (

0 ) : 2 0

. 3

2 5 7 6

A ( 1 ) : - 1

. 3 3 3 4 3 5

A (

2 ) : 3

. 8

7 1 0 9 6E

- 0 2

A ( 3 ) :

- 4

. 67 9 9 5 4 E

- 0 4 Molecular Weight Data

R T( m in

) MW

1 9

. 2

9 4 2 7 0

0 0

2 0

. 3

8 1 9 0 0 0 0

2 1

. 3 4 9 64

0 0

2 2

. 5

4 3 7 9

0 0

2 3

. 5

6 1 8 1 0

0

2 4

. 4

1 1 0 2 0 0

2 5

. 3

2 5 9 7 0

2 6. 8

1 2 63

0

2 8

. 2

4 1 0 1 0

2 9

. 0

9 5 7 8



## Retention Time (min)LogMolecularWeight 

# 12 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻣㻛㻞㻞CBI

### 10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39500 1.57 25100 2.01 2012/06/28 12500 Hamashige



## Sample: FMN-666(Original,Run 1) 

# Fig . 2-13 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A10.MWD



## Molecular WeightdW/dLogM 

# 13

10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39400 1.56 25200 1.97 2012/06/28 12800 Hamashige



## Sample: FMN-666(Original,Run 2) 

# Fig . 2-14 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A11.MWD



## Molecular WeightdW/dLogM 

# 14 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻤㻛㻞㻞CBICBICBICBICBICBI

### 10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39500 1.57 25100 2.02 2012/06/28 12400 Hamashige



## Sample: FMN-666(pH 1.2-1) 

# Fig . 2-15 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A14.MWD



## Molecular WeightdW/dLogM 

# 15

10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39600 1.57 25200 2.00 2012/06/28 12600 Hamashige



## Sample: FMN-666(pH 1.2-2) 

# Fig . 2-16 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A18.MWD



## Molecular WeightdW/dLogM 

# 16 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻝㻥㻛㻞㻞CBICBICBICBICBICBI

### 10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39400 1.57 25100 2.01 2012/06/28 12500 Hamashige



## Sample: FMN-666(pH 4.0-1) 

# Fig . 2-17 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A15.MWD



## Molecular WeightdW/dLogM 

# 17

10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : M w: M w/ M n : Dat e : M n: M v: O per at or :

39100 1. 57 24900 2. 06 2012/ 06/ 28 12100 Ham ashi ge



## Sample: FMN-666(pH 4.0-2) 

# Fig . 2-18 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A19.MWD



## Molecular WeightdW/dLogM 

# 18 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻞㻜㻛㻞㻞CBICBICBICBICBICBI

### 10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39400 1.57 25100 2.01 2012/06/28 12500 Hamashige



## Sample: FMN-666(pH 7.0-1) 

# Fig . 2-19 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A16.MWD



## Molecular WeightdW/dLogM 

# 19

10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39300 1.57 25100 1.98 2012/06/28 12700 Hamashige



## Sample: FMN-666(pH 7.0-2) 

# Fig . 2-20 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A20.MWD



## Molecular WeightdW/dLogM 

# 20 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻞㻝㻛㻞㻞CBICBICBICBICBICBI

### 10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39400 1.57 25100 2.01 2012/06/28 12500 Hamashige



## Sample: FMN-666(pH 9.0-1) 

# Fig . 2-21 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A17.MWD



## Molecular WeightdW/dLogM 

# 21

10 2 

### 10 3 

### 10 4 

### 10 5 

### 10 6 

### 0.0 0.2 0.4 0.6 0.8 1.0 1.2 1.4 1.6 1.8 2.0 Mz : Mz/Mw : Mw : Mw/Mn : Date : Mn : Mv : Operator :

39500 1.58 25000 2.07 2012/06/28 12100 Hamashige



## Sample: FMN-666(pH 9.0-2) 

# Fig . 2-22 Molecular Weight Distribution Curve

Toray Research Center Inc. File: A21.MWD



## Molecular WeightdW/dLogM 

# 22 㼀㻿㻙㻲㻠㻠㻠㻸㻷 㻭㼠㼠㼍㼏㼔㼙㼑㼚㼠㻌㻝

㻼㼍㼓㼑㻌㻌㻞㻞㻛㻞㻞



## CBI CBI

CBI

CBI CBI

CBI