US 12,121,867 B2
Composite semipermeable membrane
Tomoya Yoshizaki, Shiga (JP); Tsuyoshi Hamada, Shiga (JP); Masami Ogata, Shiga (JP); Harutoki Shimura, Shiga (JP); and Takafumi Ogawa, Shiga (JP)
Assigned to TORAY INDUSTRIES, INC., Tokyo (JP)
Appl. No. 17/415,854
Filed by TORAY INDUSTRIES, INC., Tokyo (JP)
PCT Filed Sep. 30, 2019, PCT No. PCT/JP2019/038648
§ 371(c)(1), (2) Date Jun. 18, 2021,
PCT Pub. No. WO2020/137066, PCT Pub. Date Jul. 2, 2020.
Claims priority of application No. 2018-242776 (JP), filed on Dec. 26, 2018.
Prior Publication US 2022/0080363 A1, Mar. 17, 2022
Int. Cl. B01D 69/12 (2006.01); B01D 65/08 (2006.01); B01D 69/02 (2006.01); B01D 69/10 (2006.01); B01D 71/56 (2006.01); B32B 27/34 (2006.01)
CPC B01D 69/12 (2013.01) [B01D 65/08 (2013.01); B01D 69/02 (2013.01); B01D 69/1071 (2022.08); B01D 69/1251 (2022.08); B01D 71/56 (2013.01); B32B 27/34 (2013.01); B01D 2325/30 (2013.01); B32B 2255/10 (2013.01); B32B 2255/26 (2013.01); B32B 2307/726 (2013.01)] 6 Claims
 
1. A composite semipermeable membrane comprising:
a substrate;
a porous support layer disposed on the substrate; and
a separation functional layer disposed on the porous support layer, wherein the separation functional layer comprises:
a first layer comprising a crosslinked aromatic polyamide that is a polymer of a plurality of polyfunctional aromatic amine groups and a plurality of polyfunctional aromatic acid chloride groups linked by a plurality of amide groups; and
a coating layer existing on the first layer and comprising an aliphatic polyamide that includes a fluorine atom and comprises one or more structures of the following structure group (i):

OG Complex Work Unit Chemistry
wherein n is an integer of 100 or smaller, R1 is a hydrogen atom or a methyl group, R2 is an alkylene group having a carbon number of 1 to 3, and R3 is a hydrogen atom or an alkyl group having a carbon number of 1 to 3, and
the composite semipermeable membrane has
a proportion of the number of fluorine atoms to the total number of atoms of all elements of 0.5% or more and 8% or less, as measured by X-ray photoelectron spectrometry conducted by irradiating the composite semipermeable membrane with X rays from a side of the coating layer, and
a ratio (N/O ratio) of the number of nitrogen atoms to the number of oxygen atoms of 0.8 or more and 1.3 or less, as measured by the X-ray photoelectron spectrometry.