IP Library Granted Patent US 12,151,406
Granted Patent B2
US 12,151,406 · App. 17/388,441 · Granted Nov 26, 2024

Mold release agent

Inventors: Hidekazu Uehata (Osaka, JP); Yasushi Nakamae (Osaka, JP)
Assignee: DAIKIN INDUSTRIES, LTD.
B29C33/60
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Quick Facts
Patent No.
US 12,151,406
App. No.
17/388,441
Granted
Nov 26, 2024
Kind
B2
Abstract

A mold release agent containing a component (A), at least one compound selected from a phosphoric acid ester compound represented by formula (I) as described herein and a salt thereof.

Claims (54)

1. A mold release agent, comprising:

(1) a component (A), which is at least one compound selected from a phosphoric acid ester compound represented by formula (I) or a salt thereof:

 wherein, in formula (I):

R 1 is each independently at each occurrence a hydrogen atom or a monovalent organic group;

X 1 is each independently at each occurrence a single bond, an oxygen atom, a group of —NR 3 —, or a divalent organic group;

R 3 is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms;

X a1 is each independently at each occurrence a single bond or an oxygen atom;

PE 1 is each independently at each occurrence a group of the following formula:

—(C x H 2x O) n1 —;

x is each independently an integer of 1 to 6 for each unit in parentheses with n1;

n1 is each independently at each occurrence in a range of 1 to 20;

X b1 is each independently at each occurrence a single bond or an alkylene group having 1 to 6 carbon atoms; and

α is 1 or 2, and

(2) at least one further component selected from the group consisting of the following components (B1), (B2), (B3), and (C):

(B1): at least one compound having a number average molecular weight of 250 or more and represented by formula (II):

 wherein, in formula (II):

R 2 is each independently at each occurrence a hydrogen atom or a monovalent organic group;

X 2 is each independently at each occurrence a single bond, an oxygen atom, a nitrogen atom, or a group of by —NR 3 —;

R 3 is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms;

X a2 is each independently at each occurrence a single bond or an oxygen atom;

PE 2 is each independently at each occurrence a group of the following formula:

—(C y H 2y O) n2 —;

y is each independently an integer of 1 to 6 for each unit in parentheses with n2;

n2 is an integer;

X b2 is each independently at each occurrence a single bond or an alkylene group having 1 to 6 carbon atoms; and

β is 1 or 2,

(B2): a polyorganosiloxane having, as a main constituent, at least one structure selected from the group consisting of a trifunctional unit siloxane of the following formula (V) and a tetrafunctional unit siloxane of the following formula (VI):

wherein, in formula (V), R 11 is a chain or cyclic alkyl group having 1 to 12 carbon atoms,

(B3) silicone oil, and

(C) a polymer having a constituent unit derived from a compound of formula (III):

 wherein, in formula (III):

Rf is each independently at each occurrence a linear or branched fluoroalkyl group or fluoroalkenyl group having 1 to 6 carbon atoms;

R 41 is a divalent organic group; and

R 42 is each independently at each occurrence a hydrogen atom or a methyl group.

2. The mold release agent according to claim 1 , wherein, in formula (I), R 1 is a hydrocarbon group having 1 to 25 carbon atoms.

3. The mold release agent according to claim 1 , wherein, in formula (I), X 1 is an oxygen atom or a group of —NR 3 —, wherein R 3 is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms.

4. The mold release agent according to claim 1 , wherein, in formula (I), x is each independently an integer of 1 to 3 for each unit in parentheses with n1.

5. The mold release agent according to claim 1 , wherein, in formula (I), X a1 and X b1 are each a single bond.

6. The mold release agent according to claim 1 , wherein the component (A) is a mixture of a salt of the compound represented by formula (I) wherein α is 1, and a salt of the compound represented by formula (I) wherein α is 2.

7. The mold release agent according to claim 1 , wherein the component (A) comprises a salt of the compound represented by formula (I) wherein α is 1, and a salt of the compound represented by formula (I) wherein α is 2 at a molar ratio in a range of 20:80 to 80:20.

8. The mold release agent according to claim 1 , comprising the component (B1).

9. The mold release agent according to claim 8 , wherein, in formula (II), R 2 is an alkyl group having 1 to 50 carbon atoms.

10. The mold release agent according to claim 8 , wherein, in formula (II), X 2 is a nitrogen atom and β is 2.

11. The mold release agent according to claim 8 , wherein, formula (II), y is each independently an integer of 1 to 4 for each unit in parentheses with n2.

12. The mold release agent according to claim 8 , wherein, in formula (II), n2 is in a range of 2 to 30.

13. The mold release agent according to claim 8 , wherein, in formula (II), X a2 and X b2 are each a single bond.

14. The mold release agent according to claim 1 , comprising the component (B2).

15. The mold release agent according to claim 1 , comprising the component (B3).

16. The mold release agent according to claim 1 , comprising the component (A), the component (B2), and the component (B3).

17. The mold release agent according to claim 16 , comprising 15 to 80 parts by mass of the component (A) relative to 100 parts by mass of a total amount of the component (A), the component (B1), the component (B2), and the component (B3).

18. The mold release agent according to claim 1 , comprising the component (C).

19. The mold release agent according to claim 1 , comprising 1 to 90 parts by mass of the component (A) relative to 100 parts by mass of a total amount of the component (A), the component (B1), the component (B2), the component (B3), and the component (C).

20. The mold release agent according to claim 18 , comprising 0.1 to 20 parts by mass of the component (C) relative to 100 parts by mass of a total amount of the component (A), the component (B1), the component (B2), the component (B3), and the component (C).

21. The mold release agent according to claim 1 , further comprising a liquid medium.

Assignments (2)
CHANGE OF ADDRESS Recorded Jan 11, 2023
From: DAIKIN INDUSTRIES LTD.
To: DAIKIN INDUSTRIES LTD.
Reel/Frame 062355/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 29, 2021
From: UEHATA, HIDEKAZU; NAKAMAE, YASUSHI
To: DAIKIN INDUSTRIES, LTD.
Reel/Frame 057021/0971 →
Priority Claims (2)
JP 2019-016198 · Jan 31, 2019 · national
JP 2019-109879 · Jun 12, 2019 · national
Continuity (2)
Continuation PCTJP2020002163 · Jan 22, 2020
Related Publication 20210354338A1 · Nov 18, 2021