Document KGX5Dmkp5V7RD0gaLqmOMjbBr
SUPPLEMENTAL DATA
PERFLUOROALKYL AND POLYFLUOROALKYL SUBSTANCES IN THE ENVIRONMENT: TERMINOLOGY,
CLASSIFICATION, AND ORIGINS
Robert C. Buckt, James Franklin*I, Urs Berger, Jason M. ConderI I, Ian T. Cousins, Pim de Voogt#, Allan Astrup Jensenif, Kurunthachalam Kannann, Scott A. Mabury, and Stefan P. J. van LeeuwenI III
tE.I. du Pont de Nemours & Co. Inc., DuPont Chemicals and Fluoroproducts, 4417 Lancaster
Pike, CRP 702-2211B, Wilmington, DE 19880-0702 USA
uSA.d it.com)
1CLF-Chem Consulting SPRL, 3 Clos du Chataignier, BE-1390 Grez-Doiceau, Belgium
(
.@.=Ac et.be)
Department of Applied Environmental Science (ITM), Stockholm University, Svante Arrhenius
vag 8, SE-10691 Stockholm, Sweden (
.@,itm.su.se;
(&,itm.su.se)
IIENVIRON International Corporation, 18100 Von Karman Avenue, Suite 600, Irvine, CA 92612,
USA (
(a environcorp.com)
#Institute for Biodiversity and Ecosystem Dynamics, University of Amsterdam, PO Box 94248,
NL-1090 GE Amsterdam, The Netherlands
@tii i1)
ft Nordic Institute for Product Sustainability, Environmental Chemistry and Toxicology (NIPSECT), 1 Dalgas Boulevard, DK-2000 Frederiksberg, Denmark
mail.com)
ITWadsworth Center, New York State Department of Health, and Department of Environmental
Health Sciences, School of Public Health, State University of New York at Albany, Empire State
Plaza, P.O. Box 509, Albany, NY 12201-0509, USA (
.@,wadsworth.org)
Depaitiuent of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario MSS
3H6, Canada (
(a,chem.utoronto.ca)
IIIIRIKILT - Institute of Food Safety, PO Box 230, 6700 AE Wageningen, The Netherlands
(
@WUR.nl)
*To whom correspondence may be addressed: 24-69-98
.i)sly(net.be, Phone/Fax +32-10-
Table of Contents
PART 1 - FAMILIES OF SUBSTANCES (NON-POLYMERS) ............................................................................... 4 PART 2 - SELECTED INDIVIDUAL COMPOUNDS (NON-POLYMERS) .............................................................. 7
Perfluoroalkyl carboxylic acids (and selected salts) ..................................................................................7 Perfluoroalkyl carboxylate anions .............................................................................................................8 Perfluoroalkane sulfonic acids (and selected anions and salts) ..............................................................10 Perfluoroalkane sulfinic acids ..................................................................................................................11 Perfluoroalkyl phosphonic acids ............................................................................................................. 12 Perfluoroalkyl phosphinic acids ...............................................................................................................12 Perfluoroalkyl iodides ..............................................................................................................................12 (n:2) Fluorotelomer iodides .................................................................................................................... 13 (n:2) Fluorotelomer olefins ..................................................................................................................... 13 (n:2) Fluorotelomer alcohols ...................................................................................................................14 (n:2) Fluorotelomer acrylates ..................................................................................................................14 (n:2) Fluorotelomer methacrylates ......................................................................................................... 15 Polyfluoroalkyl phosphoric acid monoesters .......................................................................................... 16 Polyfluoroalkyl phosphoric acid diesters ................................................................................................ 16 Semifluorinated n-alkanes ...................................................................................................................... 17 Semifluorinated n-alkenes ...................................................................................................................... 17 (n:2) Fluorotelomer (saturated) aldehydes .............................................................................................18 (n:2) Fluorotelomer unsaturated aldehydes ...........................................................................................18 Perfluoroalkyl aldehydes .........................................................................................................................19 Perfluoroalkyl aldehyde hydrates ........................................................................................................... 19 (n:2) Fluorotelomer (saturated) carboxylic acids ....................................................................................20 (n:2) Fluorotelomer unsaturated carboxylic acids .................................................................................. 20
2
Other biotransformation products of n:2 FTOHs ....................................................................................21 (n:2) Fluorotelomer sulfonic acids .......................................................................................................... 21 (n:2) Fluorotelomer sulfonate anions ..................................................................................................... 22 Perfluoroalkane sulfonyl fluorides .......................................................................................................... 22 Perfluoroalkane sulfonamides ................................................................................................................ 23 N-Methyl perfluoroalkane sulfonamides ................................................................................................ 23 N-Ethyl perfluoroalkane sulfonamides ....................................................................................................23 N,N-Dialkyl perfluoroalkane sulfonamides ............................................................................................. 24 Perfluoroalkane sulfonamido ethanols ...................................................................................................24 Perfluoroalkane sulfonamidoacetic acids ............................................................................................... 25 N-Methyl perfluoroalkane sulfonamidoethanols ................................................................................... 25 N-Ethyl perfluoroalkane sulfonamidoethanols ....................................................................................... 26 N-Methyl perfluoroalkane sulfonamidoacetic acids and salts ................................................................26 N-Ethyl perfluoroalkane sulfonamidoacetic acids and salts ................................................................... 27 N-Methyl perfluoroalkane sulfonamidoethyl acrylates ..........................................................................27 N-Ethyl perfluoroalkane sulfonamidoethyl acrylates ............................................................................. 28 N-Methyl perfluoroalkane sulfonamidoethyl methacrylates ................................................................. 28 N-Ethyl perfluoroalkane sulfonamidoethyl methacrylates .....................................................................29 Figure S1. Terminology Decision Flowcharts ..............................................................................................30 Example #1 8:2 Fluorotelomer alcohol .................................................................................................. 32 Example #2 Perfluorobutane sulfonamide .............................................................................................33 Example #3 Perfluorohexyl phosphonic acid ......................................................................................... 34 Example #4 Side-chain Fluorinated Acrylate Polymer (Fluorotelomer origin) ....................................... 35
3
PART 1 - FAMILIES OF SUBSTANCES (NON-POLYMERS)
NAME OF FAMILY
FORMULA
ACRONYM
Perfluoroalkyl substances
Generic name: See main paper
PFASs
Perfluoroalkyl acids
Includes perfluoroalkyl carboxylic, sulfonic, sulfinic, phosphonic and phosphinic acids
PFAAs
Perfluoroalkyl carboxylic acids
CnF2n+1COOH
PFCAs
Perfluoroalkane sulfonic acids
CnF2n+1SO3H
PFSAs
Perfluoroalkane sulfinic acids
CnF2n+1SO2H
PFSIAs
Perfluoroalkyl phosphonic acids
O=P(OH)2CnF2n+1
PFPAs
Perfluoroalkyl phosphinic acids
O=P(OH)(CnF2n+1)(CmF2m+1)
PFPIAs
NAME OF FAMILY
Perfluoroalkyl iodides (n:2) Fluorotelomer iodides (n:2) Fluorotelomer olefins (n:2) Fluorotelomer alcohols (n:2) Fluorotelomer acrylates (n:2) Fluorotelomer methacrylates
FORMULA
CnF2n+1I CnF2n+1CH2CH2I CnF2n+1CH=CH2 CnF2n+1CH2CH2OH CnF2n+1CH2CH2OC(O)CH=CH2 CnF2n+1CH2CH2OC(O)C(CH3)=CH2
ACRONYM
PFAIs (n:2) FTIs (n:2) FTOs (n:2) FTOHs (n:2) FTACs (n:2) FTMACs
4
Polyfluoroalkyl phosphoric acid esters / Polyfluoroalkyl phosphates / (n:2) Fluorotelomer phosphates Polyfluoroalkyl phosphoric acid monoesters Polyfluoroalkyl phosphoric acid diesters Semi-fluorinated n-alkanes Semi-fluorinated n-alkenes (n:2) Fluorotelomer (saturated) aldehydes (n:2) Fluorotelomer unsaturated aldehydes Perfluoroalkyl aldehydes Perfluoroalkyl aldehyde hydrates (n:2) Fluorotelomer (saturated) carboxylic acids (n:2) Fluorotelomer unsaturated carboxylic acids [Biotransformation product of (n+1):2 FTOH] [Biotransformation product of (n+1):2 FTOH] (n:2) Fluorotelomer sulfonic acids
(O)P(OH)3-x(OCH2CH2CnF2n+1)x
(O)P(OH)2(OCH2CH2CnF2n+1) (O)P(OH)(OCH2CH2CnF2n+1)(OCH2CH2CmF2m+1) F(CF2)n(CH2)mH F(CF2)nCH=CH(CH2)m-2H CnF2n+1CH2CHO Cn-1F2n-1CF=CHCHO CnF2n+1CHO CnF2n+1CH(OH)2 CnF2n+1CH2COOH Cn-1F2n-1CF=CHCOOH CnF2n+1CH2CH2COOH CnF2n+1CH=CHCOOH CnF2n+1CH2CH2SO3H
PAPs
monoPAPs diPAPs SFAs SFAenes (n:2) FTALs (n:2) FTUALs PFALs PFAL.H2Os (n:2) FTCAs (n:2) FTUCAs n:3 Acid n:3 UAcid (n:2) FTSAs
5
NAME OF FAMILY
Perfluoroalkane sulfonyl fluorides Perfluoroalkane sulfonamides N-Methyl perfluoroalkane sulfonamides N-Ethyl perfluoroalkane sulfonamides N,N-Dialkyl perfluoroalkane sulfonamides
Perfluoroalkane sulfonamidoethanols Perfluoroalkane sulfonamidoacetic acids N-Methyl perfluoroalkane sulfonamidoethanols N-Ethyl perfluoroalkane sulfonamidoethanols N-Methyl perfluoroalkane sulfonamidoacetic acids N-Ethyl perfluoroalkane sulfonamidoacetic acids N-Methyl perfluoroalkane sulfonamidoethyl acrylates N-Ethyl perfluoroalkane sulfonamidoethyl acrylates N-Methyl perfluoroalkane sulfonamidoethyl methacrylates N-Ethyl perfluoroalkane sulfonamidoethyl methacrylates
FORMULA
CnF2n+1SO2F CnF2n+1SO2NH2 CnF2n+1SO2NH(CH3) CnF2n+1SO2NH(C2H5) CnF2n+1SO2N(CmH2m+1)(CpH2p+1), with m, p = 1 or 2
CnF2n+1SO2NHCH2CH2OH CnF2n+1SO2NHCH2COOH CnF2n+1SO2N(CH3)CH2CH2OH CnF2n+1SO2N(C2H5)CH2CH2OH CnF2n+1SO2N(CH3)CH2COOH CnF2n+1SO2N(C2H5)CH2COOH CnF2n+1SO2N(CH3)CH2CH2OC(O)CH=CH2 CnF2n+1SO2N(C2H5)CH2CH2OC(O)CH=CH2 CnF2n+1SO2N(CH3)CH2CH2OC(O)C(CH3)=CH2 CnF2n+1SO2N(C2H5)CH2CH2OC(O)C(CH3)=CH2
ACRONYM
PASFs FASAs MeFASAs EtFASAs Me2FASAs, Et2FASAs, MeEtFASAs FASEs FASAAs MeFASEs EtFASEs MeFASAAs EtFASAAs MeFASACs EtFASACs MeFASMACs EtFASMACs
6
PART 2 - SELECTED INDIVIDUAL COMPOUNDS (NON-POLYMERS)
Perfluoroalkyl carboxylic acids (and selected salts)
FORMULA
CAS REGISTRY NUMBER
ACRONYM
Trifluoroacetic acid
CF3COOH
76-05-1
TFAA
Perfluoropropanoic acid
C2F5COOH
422-64-0
PFPrA
Perfluorobutanoic acid
C3F7COOH
375-22-4
PFBA
Ammonium perfluorobutanoate
NH4+ C3F7COO-
10495-86-0
NH4-PFBA
Sodium perfluorobutanoate
Na+ C3F7COO-
2218-54-4
Na-PFBA
Perfluoropentanoic acid
C4F9COOH
2706-90-3
PFPeA
Ammonium perfluoropentanoate
NH4+ C4F9COO-
68259-11-0
NH4-PFPeA
Perfluorohexanoic acid
C5F11COOH
307-24-4
PFHxA
Ammonium perfluorohexanoate
NH4+ C5F11COO-
21615-47-4
NH4-PFHxA
Sodium perfluorohexanoate
Na+ C5F11COO-
2923-26-4
Na-PFHxA
Perfluoroheptanoic acid
C6F13COOH
375-85-9
PFHpA
Ammonium perfluoroheptanoate
NH4+ C6F13COO-
6130-43-4
NH4-PFHpA
Sodium perfluoroheptanoate
Na+ C6F13COO-
20109-59-5
Na-PFHpA
Perfluorooctanoic acid
C7F15COOH
335-67-1
PFOA
Ammonium perfluorooctanoate
NH4+ C7F15COO-
3825-26-1
APFO (or NH4-PFOA)
7
Sodium perfluorooctanoate Potassium perfluorooctanoate Perfluorononanoic acid
Ammonium perfluorononanoate
Sodium perfluorononanoate Perfluorodecanoic acid Ammonium perfluorodecanoate Perfluoroundecanoic acid Ammonium perfluoroundecanoate Perfluorododecanoic acid Perfluorotridecanoic acid Perfluorotetradecanoic acid Perfluoropentadecanoic acid Perfluorohexadecanoic acid Perfluoroheptadecanoic acid Perfluorooctadecanoic acid
Perfluoroalkyl carboxylate anions
Trifluoroacetate
Na+ C7F15COOK+ C7F15COOC8F17COOH
NH4+ C8F17COO-
Na+ C8F17COOC9F19COOH NH4+ C9F19COOC10F21COOH NH4+ C10F21COOC11F23COOH C12F25COOH C13F27COOH C14F29COOH C15F31COOH C16F33COOH C17F35COOH
FORMULA
CF3COO-
335-95-5 2395-00-8 375-95-1
4149-60-4
21049-39-8 335-76-2 3108-42-7 2058-94-8 4234-23-5 307-55-1
72629-94-8 376-06-7
141074-63-7 67905-19-5 57475-95-3 16517-11-6
CAS REGISTRY NUMBER
14477-72-6
Na-PFOA K-PFOA PFNA APFN (or NH4PFNA) Na-PFNA PFDA NH4-PFDA PFUnDA NH4-PFUnDA PFDoDA PFTrDA PFTeDA PFPeDA PFHxDA PFHpDA PFODA
ACRONYM TFA
8
Perfluoropropanoate Perfluorobutanoate Perfluoropentanoate Perfluorohexanoate Perfluorohepanoate Perfluorooctanoate Perfluorononanoate Perfluorodecanoate Perfluoroundecanoate Perfluorododecanoate Perfluorotridecanoate Perfluorotetradecanoate Perfluoropentadecanoate Perfluorohexadecanoate Perfluoroheptadecanoate Perfluorooctadecanoate
C2F5COOC3F7COOC4F9COOC5F11COOC6F13COOC7F15COOC8F17COOC9F19COOC10F21COOC11F23COOC12F25COOC13F27COOC14F29COOC15F31COOC16F33COOC17F35COO-
44864-55-3 45048-62-2 45167-47-3 92612-52-7 120885-29-2 45285-51-6 72007-68-2 73829-36-4 196859-54-8 171978-95-3 862374-87-6 365971-87-5 1214264-29-5 1214264-30-8 None available 798556-82-8
PFPrA PFBA PFPeA PFHxA PFHpA PFOA PFNA PFDA PFUnDA PFDoDA PFTrDA PFTeDA PFPeDA PFHxDA PFHpDA PFODA
9
Perfluoroalkane sulfonic acids (and selected anions and salts)
Trifluoromethane sulfonic (or triflic) acid Perfluoroethane sulfonic acid Perfluoropropane sulfonic acid Perfluorobutane sulfonic acid Perfluorobutane sulfonate anion Potassium perfluorobutane sulfonate Perfluoropentane sulfonic acid Potassium perfluopentane sulfonate Perfluorohexane sulfonic acid Perfluorohexane sulfonate anion Potassium perfluorohexane sulfonate Perfluoroheptane sulfonic acid Ammonium perfluoroheptane sulfonate Potassium perfluoroheptane sulfonate Perfluorooctane sulfonic acid Perfluorooctane sulfonate anion
FORMULA
CF3SO3H C2F5SO3H C3F7SO3H C4F9SO3H C4F9SO3K+ C4F9SO3C5F11SO3H K+ C5F11SO3C6F13SO3H C6F13SO3K+ C6F13SO3C7F15SO3H NH4+ C7F15SO3K+ C7F15SO3C8F17SO3H C8F17SO3-
CAS REGISTRY NUMBER
ACRONYM
1493-13-6 354-88-1 423-41-6
375-73-5 or 59933-66-3 45187-15-3 29420-49-3 2706-91-4 3872-25-1 355-46-4
108427-53-8 3871-99-6 375-92-8 68259-07-4 60270-55-5 1763-23-1 45298-90-6
TFMS PFEtS PFPrS PFBS PFBS K-PFBS PFPeS K-PFPeS PFHxS PFHxS K-PFHxS PFHpS NH4-PFHpS K-PFHpS PFOS PFOS
10
Ammonium perfluorooctane sulfonate Sodium perfluorooctane sulfonate Potassium perfluorooctane sulfonate Lithium perfluorooctane sulfonate Tetraethylammonium perfluorooctane sulfonate Diethanolammonium perfluorooctane sulfonate Perfluorononane sulfonic acid Ammonium perfluorononane sulfonate Perfluorodecane sulfonic acid Perfluorodecane sulfonate anion Ammonium perfluorodecane sulfonate Potassium perfluorodecane sulfonate Perfluoroundecane sulfonic acid Perfluorododecane sulfonic acid
NH4+ C8F17SO3Na+ C8F17SO3K+ C8F17SO3Li+ C8F17SO3N(C2H5)4+ C8F17SO3-
NH2(CH2CH2OH)2+ C8F17SO3-
C9F19SO3H NH4+ C9F19SO3C10F21SO3H C10F21SO3NH4+ C10F21SO3K+ C10F21SO3C11F23SO3H C12F25SO3H
Perfluoroalkane sulfinic acids
Perfluorooctane sulfinic acid
FORMULA
C8F17SO2H
29081-56-9 4021-47-0 2795-39-3 29457-72-5 56773-42-3
56773-42-3 474511-07-4 17202-41-4
335-77-3 126105-34-8 67906-42-7
2806-16-8 749786-16-1 79780-39-5
CAS REGISTRY NUMBER
647-29-0
NH4-PFOS Na-PFOS K-PFOS Li-PFOS NEt4-PFOS
PFNS NH4-PFNS PFDS PFDS NH4-PFDS K-PFDS PFUnDS PFDoDS
ACRONYM
PFOSI
11
Perfluoroalkyl phosphonic acids FORMULA
Perfluorohexyl phosphonic acid Perfluorooctyl phosphonic acid Perfluorodecyl phosphonic acid
O=P(OH)2C6F13 O=P(OH)2C8F17 O=P(OH)2C10F21
Perfluoroalkyl phosphinic acids FORMULA
Bis(perfluorohexyl) phosphinic acid Bis(perfluorooctyl) phosphinic acid Perfluoro(hexyloctyl) phosphinic acid
O=P(OH)(C6F13)2 O=P(OH)(C8F17)2 O=P(OH)(C6F13)(C8F17)
Perfluoroalkyl iodides
Perfluoro (or pentafluoro)ethyl iodide Perfluorobutyl iodide Perfluorohexyl iodide Perfluorooctyl iodide Perfluorodecyl iodide
FORMULA
C2F5I C4F9I C6F13I C8F17I C10F21I
CAS REGISTRY NUMBER
40143-76-8 40143-78-0 52299-26-0
CAS REGISTRY NUMBER
40143-77-9 40143-79-1 610800-34-5
CAS REGISTRY NUMBER
354-64-3 423-39-2 355-43-1 507-63-1 423-62-1
ACRONYM
C6-PFPA C8-PFPA C10-PFPA
ACRONYM
C6/C6-PFPIA C8/C8-PFPIA C6/C8-PFPIA
ACRONYM
PFEI PFBI PFHxI PFOI PFDI
12
Perfluorododecyl iodide Perfluorotetradecyl iodide Perfluorohexadecyl iodide Perfluorooctadecyl iodide
(n:2) Fluorotelomer iodides
4:2 Fluorotelomer iodide 6:2 Fluorotelomer iodide 8:2 Fluorotelomer iodide 10:2 Fluorotelomer iodide 12:2 Fluorotelomer iodide 14:2 Fluorotelomer iodide 16:2 Fluorotelomer iodide 18:2 Fluorotelomer iodide
(n:2) Fluorotelomer olefins
4:2 Fluorotelomer olefin 6:2 Fluorotelomer olefin
C12F25I C14F29I C16F33I C18F37I
FORMULA
C4F9CH2CH2I C6F13CH2CH2I C8F17CH2CH2I C10F21CH2CH2I C12F25CH2CH2I C14F29CH2CH2I C16F33CH2CH2I C18F37CH2CH2I
FORMULA
C4F9CH=CH2 C6F13CH=CH2
307-60-8 307-63-1 355-50-0 29809-35-6
CAS REGISTRY NUMBER
2043-55-2 2043-57-4 2043-53-0 2043-54-1 30046-31-2 65510-55-6 65150-94-9 65104-63-4
CAS REGISTRY NUMBER
19430-93-4 25291-17-2
PFDoDI PFTeDI PFHxDI PFODI
ACRONYM
4:2 FTI 6:2 FTI 8:2 FTI 10:2 FTI 12:2 FTI 14:2 FTI 16:2 FTI 18:2 FTI
ACRONYM
4:2 FTO 6:2 FTO
13
8:2 Fluorotelomer olefin 10:2 Fluorotelomer olefin 12:2 Fluorotelomer olefin
C8F17CH=CH2 C10F21CH=CH2 C12F25CH=CH2
(n:2) Fluorotelomer alcohols
4:2-Fluorotelomer alcohol 6:2-Fluorotelomer alcohol 8:2-Fluorotelomer alcohol 10:2-Fluorotelomer alcohol 12:2 Fluorotelomer alcohol 14:2 Fluorotelomer alcohol 16:2 Fluorotelomer alcohol 18:2 Fluorotelomer alcohol
FORMULA
C4F9CH2CH2OH C6F13CH2CH2OH C8F17CH2CH2OH C10F21CH2CH2OH C12F25CH2CH2OH C14F29CH2CH2OH C16F33CH2CH2OH C18F37CH2CH2OH
(n:2) Fluorotelomer acrylates
4:2 Fluorotelomer acrylate 6:2 Fluorotelomer acrylate 8:2 Fluorotelomer acrylate
FORMULA
C4F9CH2CH2OC(O)CH=CH2 C6F13CH2CH2OC(O)CH=CH2 C8F17CH2CH2OC(O)CH=CH2
21652-58-4 30389-25-4 67103-05-3
CAS REGISTRY NUMBER
2043-47-2 647-42-7 678-39-7 865-86-1 39239-77-5 60699-51-6 65104-67-8 65104-65-6
CAS REGISTRY NUMBER
52591-27-2 17527-29-6 27905-45-9
8:2 FTO 10:2 FTO 12:2 FTO
ACRONYM
4:2 FTOH 6:2 FTOH 8:2 FTOH 10:2 FTOH 12:2 FTOH 14:2 FTOH 16:2 FTOH 18:2 FTOH
ACRONYM
4:2 FTAC 6:2 FTAC 8:2 FTAC
14
10:2 Fluorotelomer acrylate 12:2 Fluorotelomer acrylate 14:2 Fluorotelomer acrylate 16:2 Fluorotelomer acrylate 18:2 Fluorotelomer acrylate
(n:2) Fluorotelomer methacrylates
4:2 Fluorotelomer methacrylate 6:2 Fluorotelomer methacrylate 8:2 Fluorotelomer methacrylate 10:2 Fluorotelomer methacrylate 12:2 Fluorotelomer methacrylate 14:2 Fluorotelomer methacrylate 16:2 Fluorotelomer methacrylate 18:2 Fluorotelomer methacrylate
C10F21CH2CH2OC(O)CH=CH2 C12F25CH2CH2OC(O)CH=CH2 C14F29CH2CH2OC(O)CH=CH2 C16F33CH2CH2OC(O)CH=CH2 C18F37CH2CH2OC(O)CH=CH2
FORMULA
C4F9CH2CH2OC(O)C(CH3)=CH2 C6F13CH2CH2OC(O)C(CH3)=CH2 C8F17CH2CH2OC(O)C(CH3)=CH2 C10F21CH2CH2OC(O)C(CH3)=CH2 C12F25CH2CH2OC(O)C(CH3)=CH2 C14F29CH2CH2OC(O)C(CH3)=CH2 C16F33CH2CH2OC(O)C(CH3)=CH2 C18F37CH2CH2OC(O)C(CH3)=CH2
17741-60-5 34395-24-9 34362-49-7 65150-93-8 65104-64-5
CAS REGISTRY NUMBER
1799-84-4 2144-53-8 1996-88-9 2144-54-9 6014-75-1 4980-53-4 59778-97-1 65104-66-7
10:2 FTAC 12:2 FTAC 14:2 FTAC 16:2 FTAC 18:2 FTAC
ACRONYM
4:2 FTMAC 6:2 FTMAC 8:2 FTMAC 10:2 FTMAC 12:2 FTMAC 14:2 FTMAC 16:2 FTMAC 18:2 FTMAC
15
Polyfluoroalkyl phosphoric acid monoesters
(= fluorotelomer phosphate monoesters)
4:2 Fluorotelomer phosphate monoester
6:2 Fluorotelomer phosphate monoester
8:2 Fluorotelomer phosphate monoester
10:2 Fluorotelomer phosphate monoester
12:2 Fluorotelomer phosphate monoester
Polyfluoroalkyl phosphoric acid diesters
(= fluorotelomer phosphate diesters)
4:2 Fluorotelomer phosphate diester
4:2/6:2 Fluorotelomer phosphate diester
6:2 Fluorotelomer phosphate diester
6:2/8:2 Fluorotelomer phosphate diester
8:2 Fluorotelomer phosphate diester
8:2/10:2 Fluorotelomer phosphate diester
10:2 Fluorotelomer phosphate diester
10:2/12:2 Fluorotel. phosphate diester
12:2 Fluorotelomer phosphate diester
FORMULA
(O)P(OH)2(OCH2CH2C4F9) (O)P(OH)2(OCH2CH2C6F13) (O)P(OH)2(OCH2CH2C8F17) (O)P(OH)2(OCH2CH2C10F21) (O)P(OH)2(OCH2CH2C12F25)
FORMULA
(O)P(OH)(OCH2CH2C4F9)2 (O)P(OH)(OCH2CH2C4F9)(OCH2CH2C6F13) (O)P(OH)(OCH2CH2C6F13)2 (O)P(OH)(OCH2CH2C6F13)(OCH2CH2C8F17) (O)P(OH)(OCH2CH2C8F17)2 (O)P(OH)(OCH2CH2C8F17)(OCH2CH2C10F21) (O)P(OH)(OCH2CH2C10F21)2 (O)P(OH)(OCH2CH2C10F21)(OCH2CH2C12F25) (O)P(OH)(OCH2CH2C12F25)2
CAS REGISTRY NUMBER
150065-76-2 57678-01-0 57678-03-2 57678-05-4 57678-07-6
CAS REGISTRY NUMBER
135098-69-0 1158182-59-2
57677-95-9 943913-15-3
678-41-1 1158182-60-5
1895-26-7 1158182-61-6
57677-99-3
ACRONYM
4:2 monoPAP 6:2 monoPAP 8:2 monoPAP 10:2 monoPAP 12:2 monoPAP
ACRONYM
4:2 diPAP 4:2/6:2 diPAP 6:2 diPAP 6:2/8:2 diPAP 8:2 diPAP 8:2/10:2 diPAP 10:2 diPAP 10:2/12:2 diPAP 12:2 diPAP
16
Semifluorinated n-alkanes
(Perfluorooctyl)ethane (Perfluorohexyl)octane (Perfluorohexyl)hexadecane (Perfluorooctyl)hexadecane (Perfluorohexadecyl)hexadecane
Semifluorinated n-alkenes
(Perfluorohexyl)hexadecene (Perfluorooctyl)hexadecene (Perfluorohexadecyl)hexadecene
FORMULA
F(CF2)8(CH2)2H F(CF2)6(CH2)8H F(CF2)6(CH2)16H F(CF2)8(CH2)16H F(CF2)16(CH2)16H
FORMULA
F(CF2)6CH=CH(CH2)14H F(CF2)8CH=CH(CH2)14H F(CF2)16CH=CH(CH2)14H
CAS REGISTRY NUMBER
77117-48-7 133331-77-8 133310-71-1 117146-18-6 137338-42-2
CAS REGISTRY NUMBER
1244062-15-4 1244062-16-5 1244062-14-3
ACRONYM
F8H2 F6H8 F6H16 F8H16 F16H16
ACRONYM
F6H16ene F8H16ene F16H16ene
17
(n:2) Fluorotelomer (saturated) aldehydes
4:2 Fluorotelomer aldehyde 6:2 Fluorotelomer aldehyde 8:2 Fluorotelomer aldehyde 10:2 Fluorotelomer aldehyde 12:2 Fluorotelomer aldehyde
FORMULA
C4F9CH2CHO C6F13CH2CHO C8F17CH2CHO C10F21CH2CHO C12F25CH2CHO
(n:2) Fluorotelomer unsaturated aldehydes
4:2 Fluorotelomer unsaturated aldehyde 6:2 Fluorotelomer unsaturated aldehyde 8:2 Fluorotelomer unsaturated aldehyde 10:2 Fluorotelomer unsaturated aldehyde 12:2 Fluorotelomer unsaturated aldehyde
FORMULA
C3F7CF=CHCHO C5F11CF=CHCHO C7F15CF=CHCHO C9F19CF=CHCHO C11F23CF=CHCHO
CAS REGISTRY NUMBER
135984-67-7 56734-81-7 135984-68-8 864551-38-2 None available
CAS REGISTRY NUMBER
864551-39-3 69534-12-9 58544-13-1 864551-40-6 None available
ACRONYM
4:2 FTAL 6:2 FTAL 8:2 FTAL 10:2 FTAL 12:2 FTAL
ACRONYM
4:2 FTUAL 6:2 FTUAL 8:2 FTUAL 10:2 FTUAL 12:2 FTUAL
18
Perfluoroalkyl aldehydes
Perfluoropentanal Perfluoroheptanal Perfluorooctanal Perfluorononanal Perfluoroundecanal
Perfluoroalkyl aldehyde hydrates
Perfluoropentanal hydrate Perfluoroheptanal hydrate Perfluorononanal hydrate Perfluoroundecanal hydrate
FORMULA
C4F9CHO C6F13CHO C7F15CHO C8F17CHO C10F21CHO
FORMULA
C4F9CH(OH)2 C6F13CH(OH)2 C8F17CH(OH)2 C10F21CH(OH)2
CAS REGISTRY NUMBER
375-53-1 63967-41-9
335-60-4 63967-40-8 63967-42-0
CAS REGISTRY NUMBER
355-30-6 64739-16-8 191528-99-1 None Available
ACRONYM
PFPeAL PFHpAL PFOAL PFNAL PFUnDAL
ACRONYM
PFPeAL.H2O PFHpAL.H2O PFNAL.H2O PFUnDAL.H2O
19
(n:2) Fluorotelomer (saturated) carboxylic acids
6:2 Fluorotelomer carboxylic acid 8:2 Fluorotelomer carboxylic acid 10:2 Fluorotelomer carboxylic acid 12:2 Fluorotelomer carboxylic acid
FORMULA
C6F13CH2COOH C8F17CH2COOH C10F21CH2COOH C12F25CH2COOH
(n:2) Fluorotelomer unsaturated carboxylic acids
6:2 Fluorotelomer unsaturated carboxylic acid
8:2 Fluorotelomer unsaturated carboxylic acid
10:2 Fluorotelomer unsaturated carboxylic acid
12:2 Fluorotelomer unsaturated carboxylic acid
FORMULA
C5F11CF=CHCOOH C7F15CF=CHCOOH C9F19CF=CHCOOH C11F23CF=CHCOOH
CAS REGISTRY NUMBER
53826-12-3 27854-31-5 53826-13-4 70887-93-3
CAS REGISTRY NUMBER
70887-88-6
70887-84-2
70887-94-4
70887-95-5
ACRONYM
6:2 FTCA 8:2 FTCA 10:2 FTCA 12:2 FTCA
ACRONYM
6:2 FTUCA 8:2 FTUCA 10:2 FTUCA 12:2 FTUCA
20
Other biotransformation products of n:2 FTOHs
4:3 Acid 5:3 Acid 6:3 Acid 7:3 Acid 5:3 Unsaturated carboxylic acid
7:3 Unsaturated carboxylic acid
FORMULA
C4F9(CH2)2COOH C5F11(CH2)2COOH C6F13(CH2)2COOH C7F15(CH2)2COOH C5F11CH=CHCOOH C7F15CH=CHCOOH
(n:2) Fluorotelomer sulfonic acids
4:2 Fluorotelomer sulfonic acid 6:2 Fluorotelomer sulfonic acid 8:2 Fluorotelomer sulfonic acid 10:2 Fluorotelomer sulfonic acid
FORMULA
C4F9CH2CH2SO3H C6F13CH2CH2SO3H C8F17CH2CH2SO3H C10F21CH2CH2SO3H
CAS REGISTRY NUMBER
80705-13-1
914637-49-3
27854-30-4
812-70-4 1869-04-1 875878-70-9 (E) 755-03-3 56017-63-1 (E) 173441-56-0 (Z)
CAS REGISTRY NUMBER
757124-72-4
27619-97-2
39108-34-4
120226-60-0
ACRONYM
4:3 Acid 5:3 Acid 6:3 Acid 7:3 Acid 5:3 UAcid 7:3 UAcid
ACRONYM
4:2 FTSA 6:2 FTSA 8:2 FTSA 10:2 FTSA
21
(n:2) Fluorotelomer sulfonate anions
4:2 Fluorotelomer sulfonate anion 6:2 Fluorotelomer sulfonate anion 8:2 Fluorotelomer sulfonate anion 10:2 Fluorotelomer sulfonate anion
FORMULA
C4F9CH2CH2SO3C6F13CH2CH2SO3C8F17CH2CH2SO3C10F21CH2CH2SO3-
Perfluoroalkane sulfonyl fluorides
Perfluorobutane sulfonyl fluoride Perfluoropentane sulfonyl fluoride Perfluorohexane sulfonyl fluoride Perfluoroheptane sulfonyl fluoride Perfluorooctane sulfonyl fluoride Perfluorononane sulfonyl fluoride Perfluorodecane sulfonyl fluoride
FORMULA
C4F9SO2F C5F11SO2F C6F13SO2F C7F15SO2F C8F17SO2F C9F19SO2F C10F21SO2F
CAS REGISTRY NUMBER
414911-30-1 425670-75-3 481071-78-7 None available
CAS REGISTRY NUMBER
375-72-4 375-81-5 423-50-7 335-71-7 307-35-7 68259-06-3 307-51-7
ACRONYM
4:2 FTSA 6:2 FTSA 8:2 FTSA 10:2 FTSA
ACRONYM
PBSF PPeSF PHxSF PHpSF POSF PNSF PDSF
22
Perfluoroalkane sulfonamides
Perfluorobutane sulfonamide Perfluoropentane sulfonamide Perfluorohexane sulfonamide Perfluoroheptane sulfonamide Perfluorooctane sulfonamide
N-Methyl perfluoroalkane sulfonamides
N-Methyl perfluorobutane sulfonamide N-Methyl perfluoropentane sulfonamide N-Methyl perfluorohexane sulfonamide N-Methyl perfluoroheptane sulfonamide N-Methyl perfluorooctane sulfonamide
N-Ethyl perfluoroalkane sulfonamides
N-Ethyl perfluorobutane sulfonamide N-Ethyl perfluoropentane sulfonamide N-Ethyl perfluorohexane sulfonamide
FORMULA
C4F9SO2NH2 C5F11SO2NH2 C6F13SO2NH2 C7F15SO2NH2 C8F17SO2NH2
FORMULA
C4F9SO2NH(CH3) C5F11SO2NH(CH3) C6F13SO2NH(CH3) C7F15SO2NH(CH3) C8F17SO2NH(CH3)
FORMULA
C4F9SO2NH(C2H5) C5F11SO2NH(C2H5) C6F13SO2NH(C2H5)
CAS REGISTRY NUMBER
30334-69-1 82765-76-2 41997-13-1 82765-77-3
754-91-6
CAS REGISTRY NUMBER
68298-12-4 68298-13-5 68259-15-4 68259-14-3 31506-32-8
CAS REGISTRY NUMBER
40630-67-9 162682-16-8 87988-56-5
ACRONYM
FBSA FPeSA FHxSA FHpSA FOSA
ACRONYM
MeFBSA MeFPeSA MeFHxSA MeFHpSA MeFOSA
ACRONYM
EtFBSA EtFPeSA EtFHxSA
23
N-Ethyl perfluoroheptane sulfonamide
C7F15SO2NH(C2H5)
N-Ethyl perfluorooctane sulfonamide
C8F17SO2NH(C2H5) (sulfluramid)
N,N-Dialkyl perfluoroalkane sulfonamides
FORMULA
N,N-Dimethyl perfluorooctane sulfonamide C8F17SO2N(CH3)2
N,N-Diethyl perfluorooctane sulfonamide C8F17SO2N(C2H5)2
Perfluoroalkane sulfonamido ethanols
Perfluorobutane sulfonamidoethanol Perfluoropentane sulfonamidoethanol Perfluorohexane sulfonamidoethanol Perfluoroheptane sulfonamidoethanol Perfluorooctane sulfonamidoethanol
FORMULA
C4F9SO2NHCH2CH2OH C5F11SO2NHCH2CH2OH C6F13SO2NHCH2CH2OH C7F15SO2NHCH2CH2OH C8F17SO2NHCH2CH2OH
68957-62-0 4151-50-2
CAS REGISTRY NUMBER
213181-78-3 87988-61-2
CAS REGISTRY NUMBER
34454-99-4 None available 106443-63-4 167398-54-1
10116-92-4
EtFHpSA EtFOSA
ACRONYM
Me2FOSA Et2FOSA
ACRONYM
FBSE FPeSE FHxSE FHpSE FOSE
24
Perfluoroalkane sulfonamidoacetic acids
Perfluorobutane sulfonamidoacetic acid Perfluoropentane sulfonamidoacetic acid Perfluorohexane sulfonamidoacetic acid Perfluoroheptane sulfonamidoacetic acid Perfluorooctane sulfonamidoacetic acid
FORMULA
C4F9SO2NHCH2COOH C5F11SO2NHCH2COOH C6F2n+1SO2NHCH2COOH C7F15SO2NHCH2COOH C8F17SO2NHCH2COOH
N-Methyl perfluoroalkane sulfonamidoethanols
N-Methyl perfluorobutane sulfonamidoethanol
N-Methyl perfluoropentane sulfonamidoethanol
N-Methyl perfluorohexane sulfonamidoethanol
N-Methyl perfluoroheptane sulfonamidoethanol
N-Methyl perfluorooctane sulfonamidoethanol
FORMULA
C4F9SO2N(CH3)CH2CH2OH C5F11SO2N(CH3)CH2CH2OH C6F13SO2N(CH3)CH2CH2OH C7F15SO2N(CH3)CH2CH2OH C8F17SO2N(CH3)CH2CH2OH
CAS REGISTRY NUMBER
347872-22-4 647-43-8
1003193-99-4 1003194-00-0
2806-24-8
CAS REGISTRY NUMBER
34454-97-2
68555-74-8
68555-75-9
68555-76-0
24448-09-7
ACRONYM
FBSAA FPeSAA FHxSAA FHpSAA FOSAA
ACRONYM
MeFBSE MeFPeSE MeFHxSE MeFHpSE MeFOSE
25
N-Ethyl perfluoroalkane sulfonamidoethanols
N-Ethyl perfluorobutane sulfonamidoethanol
N-Ethyl perfluoropentane sulfonamidoethanol
N-Ethyl perfluorohexane sulfonamidoethanol
N-Ethyl perfluoroheptane sulfonamidoethanol
N-Ethyl perfluorooctane sulfonamidoethanol
FORMULA
C4F9SO2N(C2H5)CH2CH2OH C5F11SO2N(C2H5)CH2CH2OH C6F13SO2N(C2H5)CH2CH2OH C7F15SO2N(C2H5)CH2CH2OH C8F17SO2N(C2H5)CH2CH2OH
N-Methyl perfluoroalkane sulfonamidoacetic acids and salts
N-Methyl perfluorobutane sulfonamidoacetic acid
N-Methyl perfluorohexane sulfonamidoacetic acid
N-Methyl perfluorooctane sulfonamidoacetic acid
Potassium N-methyl perfluorooctane sulfonamidoacetate
FORMULA
C4F9SO2N(CH3)CH2COOH C6F13SO2N(CH3)CH2COOH C8F17SO2N(CH3)CH2COOH K+ C8F17SO2N(CH3)CH2COO-
CAS REGISTRY NUMBER
34449-89-3 68555-72-6 34455-03-3 68555-73-7 1691-99-2
CAS REGISTRY NUMBER
159381-10-9 715646-50-7
2355-31-9 70281-93-5
ACRONYM
EtFBSE EtFPeSE EtFHxSE EtFHpSE EtFOSE
ACRONYM
MeFBSAA MeFHxSAA MeFOSAA K-MeFOSAA
26
N-Ethyl perfluoroalkane sulfonamidoacetic acids and salts
FORMULA
Nac-iEdthyl perfluorobutane sulfonamidoacetic C4F9SO2N(C2H5)CH2COOH
N-Ethyl perfluoropentane sulfonamidoacetic acid
C5F11SO2N(C2H5)CH2COOH
N-Ethyl perfluorohexane sulfonamidoacetic acid
C6F13SO2N(C2H5)CH2COOH
N-Ethyl perfluoroheptane sulfonamidoacetic acid
C7F15SO2N(C2H5)CH2COOH
Nac-iEdthyl perfluorooctane sulfonamidoacetic C8F17SO2N(C2H5)CH2COOH
Potassium N-ethyl perfluorooctane sulfonamidoacetate
K+ C8F17SO2N(C2H5)CH2COO-
N-Methyl perfluoroalkane sulfonamidoethyl acrylates
N-Methyl perfluorobutane sulfonamidoethyl acrylate
N-Methyl perfluoropentane sulfonamidoethyl acrylate
N-Methyl perfluorohexane sulfonamidoethyl acrylate
FORMULA
C4F9SO2N(CH3)CH2CH2OC(O)CH=CH2 C5F11SO2N(CH3)CH2CH2OC(O)CH=CH2 C6F13SO2N(CH3)CH2CH2OC(O)CH=CH2
CAS REGISTRY NUMBER
68957-33-5 68957-31-3 68957-32-4 68957-63-1 2991-50-6 2991-51-7
CAS REGISTRY NUMBER
67584-55-8 67584-56-9 67584-57-0
ACRONYM
EtFBSAA EtFPeSAA EtFHxSAA EtFHpSAA EtFOSAA K-EtFOSAA
ACRONYM
MeFBSAC MeFPeSAC MeFHxSAC
27
N-Methyl perfluoroheptane sulfonamidoethyl acrylate
N-Methyl perfluorooctane sulfonamidoethyl acrylate
N-Ethyl perfluoroalkane sulfonamidoethyl acrylates
N-Ethyl perfluorobutane sulfonamidoethyl acrylate
N-Ethyl perfluoropentane sulfonamidoethyl acrylate
N-Ethyl perfluorohexane sulfonamidoethyl acrylate
N-Ethyl perfluoroheptane sulfonamidoethyl acrylate
N-Ethyl perfluorooctane sulfonamidoethyl acrylate
N-Methyl perfluoroalkane sulfonamidoethyl methacrylates
N-Methyl perfluorobutane sulfonamidoethyl methacrylate
N-Methyl perfluoropentane sulfonamidoethyl methacrylate
N-Methyl perfluorohexane sulfonamidoethyl methacrylate
C7F15SO2N(CH3)CH2CH2OC(O)CH=CH2 C8F17SO2N(CH3)CH2CH2OC(O)CH=CH2
FORMULA
C4F9SO2N(C2H5)CH2CH2OC(O)CH=CH2 C5F11SO2N(C2H5)CH2CH2OC(O)CH=CH2 C6F13SO2N(C2H5)CH2CH2OC(O)CH=CH2 C7F15SO2N(C2H5)CH2CH2OC(O)CH=CH2 C8F17SO2N(C2H5)CH2CH2OC(O)CH=CH2
FORMULA
C4F9SO2N(CH3)CH2CH2OC(O)C(CH3)=CH2 C5F11SO2N(CH3)CH2CH2OC(O)C(CH3)=CH2 C6F13SO2N(CH3)CH2CH2OC(O)C(CH3)=CH2
68084-62-8 25268-77-3
CAS REGISTRY NUMBER
17329-79-2 68298-06-6 1893-52-3 59071-10-2
423-82-5
CAS REGISTRY NUMBER
67584-59-2 67584-60-5 67584-61-6
MeFHpSAC MeFOSAC
ACRONYM
EtFBSAC EtFPeSAC EtFHxSAC EtFHpSAC EtFOSAC
ACRONYM
MeFBSMAC MeFPeSMAC MeFHxSMAC
28
N-Methyl perfluoroheptane sulfonamidoethyl methacrylate
N-Methyl perfluorooctane sulfonamidoethyl methacrylate
N-Ethyl perfluoroalkane sulfonamidoethyl methacrylates
N-Ethyl perfluorobutane sulfonamidoethyl methacrylate
N-Ethyl perfluoropentane sulfonamidoethyl methacrylate
N-Ethyl perfluorohexane sulfonamidoethyl methacrylate
N-Ethyl perfluoroheptane sulfonamidoethyl methacrylate
N-Ethyl perfluorooctane sulfonamidoethyl methacrylate
C7F15SO2N(CH3)CH2CH2OC(O)C(CH3)=CH2 C8F17SO2N(CH3)CH2CH2OC(O)C(CH3)=CH2
FORMULA
C4F9SO2N(C2H5)CH2CH2OC(O)C(CH3)=CH2 C5F11SO2N(C2H5)CH2CH2OC(O)C(CH3)=CH2 C6F13SO2N(C2H5)CH2CH2OC(O)C(CH3)=CH2 C7F15SO2N(C2H5)CH2CH2OC(O)C(CH3)=CH2 C8F17SO2N(C2H5)CH2CH2OC(O)C(CH3)=CH2
67939-96-2 14650-24-9
CAS REGISTRY NUMBER
67939-33-7 67906-73-4 67906-70-1 67939-36-0
376-14-7
MeFHpSMAC MeFOSMAC
ACRONYM
EtFBSMAC EtFPeSMAC EtFHxSMAC EtFHpSMAC EtFOSMAC
29
Figure S1. Terminology Decision Flowcharts
Fluorinated Polymer Decision
30
Non-Polymer Decision Tree
NonPolymer
Polyfluorinated Substance
Is the substance perfluorinated
?
Perfluorinated Substance
1. What is the atomic composition and chemical structure of the polyfluorinated substance?
2. What commercial manufacturing process does the substance originate from?
Fluorotelomer Based
Electrochemical Fluorination (ECF)
Based
Fluorinated (Poly) Ether Based
What is the functional group "X" attached to the perfluoroalkyl chain in CnF2n+1X ?
What's "X?"
X=F Perfluorocarbon
X = C, P, or S oxidized Perfluoroalkyl Acid
X = I, Cl, Br Perfluoroalkyl Halide
X = CHO Perfluoroalkyl Aldehyde
31
Example #1 8:2 Fluorotelomer alcohol
Substance Chemical Structure F(CF2)8CH2CH2OH
Question
Conclusion
Polymer or Non-Polymer?
NonPolymer
F(CF2)8CH2CH2OH
F(CF2)8CH2CH2OH F(CF2)8CH2CH2OH F(CF2)8CH2CH2OH
Perfluorinated?
No. The substance has a perfluoroalkyl chain, F(CF2)8-, but all hydrogen on carbons are not replaced with fluorine
Polyfluorinated
Process Origin?
Perfluoroalkyl chain with an ethylene spacer (-CH2CH2-). Fluorotelomer origin
Fluorotelomer origin
Functionality Alcohol
Fluorotelomer Alcohol (FTOH)
Eight fluorinated carbons, two non-fluorinated carbons, therefore 8:2
8:2 Fluorotelomer Alcohol (8:2 FTOH)
32
Example #2 Perfluorobutane sulfonamide
Substance Chemical Structure F(CF2)4SO2NH2
Question
Polymer or NonPolymer?
Conclusion Non-Polymer
F(CF2)4SO2NH2 F(CF2)4SO2NH2 F(CF2)4SO2NH2 F(CF2)4SO2NH2
Perfluorinated?
Yes. All hydrogens on all four carbons are replaced with fluorine. Perfluorobutyl
Perfluorinated
Perfluoroalkyl Acid?
No. Has no acid functionality
Process Origin?
Perfluoroalkyl chain with a sulfone, -SO2-, spacer. Electrochemical fluorination (ECF) origin
ECF origin
Functionality Sulfonamide
Perfluorobutanesulfonamide (FBSA)
33
Example #3 Perfluorohexyl phosphonic acid
Substance Chemical Structure F(CF2)6P(=O)(OH)2
Question
Conclusion
Polymer or NonPolymer?
Non-Polymer
F(CF2)6P(=O)(OH)2 F(CF2)6P(=O)(OH)2 F(CF2)6P(=O)(OH)2
Perfluorinated?
Yes. All hydrogens on all six carbons are replaced with fluorine. Perfluorohexyl
Perfluorinated
Perfluoroalkyl Acid?
Yes. Phosphonic, - P(=O)(OH)2, acid
Perfluoroalkyl acid
Perfluorohexyl phosphonic acid (C6-PFPA)
34
Example #4 Side-chain Fluorinated Acrylate Polymer (Fluorotelomer origin)
Substance Chemical Structure
Question
Conclusion
Polymer or Non-Polymer? Polymer
Fluoropolymer?
No. The polymer backbone contains no fluorine bound to carbon.
Side-chain fluorinated? Yes
Side-chain fluorinated polymer
Polymer Type? Acrylate
Side-chain fluorinated acrylate polymer
35