IP Library Granted Patent US 11,661,531
Granted Patent B2
US 11,661,531 · App. 16/775,980 · Granted May 30, 2023

Hygiene adhesives comprising low volatile tackifier compositions

Inventors: Bing Yuan (Methuen, MA); James Palmer Dickerson (Kingsport, TN); Bee Kim Liew (Kingsport, TN); Christopher Wayne Osborne (Johnson City, TN); Jacobus Siera (Hoogerheide, NL)
Assignee: Synthomer Adhesives Technology LLC
C08L53/02A61L15/20A61L15/225A61L15/585C08K5/13C08K5/1345C08K5/3435C08K5/3492C08K5/372C08K5/375C08K5/52C08K5/5393C08L23/0853C08L23/26C09J7/381C09J11/06C09J11/08C09J123/0853C09J123/26C09J153/02C08K5/005C08K5/105C08K5/12C08K5/34926C09J2301/408C09J2301/414C09J2453/00
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Quick Facts
Patent No.
US 11,661,531
App. No.
16/775,980
Granted
May 30, 2023
Kind
B2
Abstract

A tackifier composition comprising at least one thermoplastic hydrocarbon resin and an antioxidant composition is provided; wherein a portion of the volatile organic compounds in the thermoplastic hydrocarbon resin has been removed; wherein the antioxidant composition comprises at least one primary antioxidant and at least one secondary antioxidant; and wherein the levels of individual volatile organic compound monitored in the tackifier composition are less than about 0.5 ppm as measured by GC/MS headspace analysis. Processes for producing the tackifier composition are also provided as well as adhesives comprising the tackifier compositions.

Claims (78)

1. A hygiene hot melt adhesive composition, comprising:

at least at least one base polymer,

about 20 to about 80 parts by weight of at least one tackifier composition, which comprises at least one thermoplastic hydrocarbon resin and an antioxidant composition,

about 10 to about 40 parts by weight of at least one styrene block copolymer (SBC),

0 to about 40 parts by weight of at least one plasticizing oil,

optionally at least one wax,

optionally at least one filler, and

0 to about 1 part by weight of at least one additional antioxidant;

wherein a portion of the volatile organic compounds in the thermoplastic hydrocarbon resin has been removed;

wherein the antioxidant composition comprises at least one primary antioxidant, at least one secondary antioxidant, and at least one hindered amine light stabilizer (HALS);

wherein the levels of individual volatile organic compounds in the at least one tackifier composition are less than about 0.5 ppm as measured by GC/MS headspace analysis;

wherein the at least one tackifier composition comprises at least one fully hydrogenated or partially hydrogenated C9 resin; and

wherein a portion of the volatile organic compounds in the C9 resin has been removed.

2. The hygiene hot melt adhesive composition, of claim 1 , wherein:

the at least one SBC is present in an amount of about 10 to about 30 parts by weight, and

wherein the at least one tackifier is present in an amount of about 50 to about 70 parts by weight wherein the at least one plasticizer oil is present in an amount of about 10 to about 30 parts by weight.

3. The hygiene hot melt adhesive composition of claim 1 , wherein the composition comprises:

(a) about 15 to about 25 parts by weight of the at least one SBC;

(b) about 55 to about 65 parts by weight of the at least one tackifier composition; and

(c) about 15 to about 25 parts by weight of the at least one plasticizer oil.

4. The hygiene hot melt adhesive composition of claim 1 , wherein the composition comprises about 20 to about 40 parts by weight of at the least one SBC.

5. The hygiene hot melt adhesive composition of claim 1 , where the composition comprises:

(a) about 30 to about 40 parts by weight of the at least one SBC;

(b) about 30 to about 50 parts by weight of the at least one tackifier composition; and

(c) about 10 to about 30 parts by weight of the at least one plasticizer oil.

6. A hygiene hot melt adhesive composition, comprising:

(a) about 20 to about 90 parts by weight of at least one metallocene polymer;

(b) about 10 to about 50 parts by weight of at least one tackifier composition;

wherein:

the tackifier composition comprises at least thermoplastic hydrocarbon resin;

a portion of the volatile organic compounds in the thermoplastic hydrocarbon resin has been removed;

the antioxidant composition comprises at least one primary antioxidant, and at least one hindered amine light stabilizer (HALS); and

the levels of individual volatile organic compounds in the tackifier composition are less than about 0.5 ppm as measured by GC/MS headspace analysis;

(c) 0 to about 40 parts by weight of at least one oil;

(d) 0 about 40 parts by weight of at least one wax; and

(e) 0 to 1 part by weight of at least one additional antioxidant,

wherein the at least one tackifier composition comprises at least one fully hydrogenated or partially hydrogenated C9 resin; and

wherein a portion of the volatile organic compounds in the C9 resin has been removed.

7. A hygiene hot melt adhesive composition, comprising:

(a) about 10 to about 50 parts by weight of an OBC polymer;

(b) about 30 to about 80 parts by weight of at least one tackifier composition;

wherein:

the tackifier composition comprises at least thermoplastic hydrocarbon resin;

a portion of the volatile organic compounds in the thermoplastic hydrocarbon resin has been removed;

the antioxidant composition comprises at least one primary antioxidant, and at least one hindered amine light stabilizer (HALS); and

the levels of individual volatile organic compounds in the tackifier composition are less than about 0.5 ppm as measured by GC/MS headspace analysis;

(c) 0 to about 40 parts by weight of at least one oil;

(d) 0 to about 20 parts by weight of at least one wax; and

(e) 0 to about 1 part by weight of at least one additional antioxidant,

wherein the at least one tackifier composition comprises at least one fully hydrogenated or partially hydrogenated C9 resin; and

wherein a portion of the volatile organic compounds in the C9 resin has been removed.

8. A hygiene hot melt adhesive composition, comprising:

(a) about 40 to about 90 parts by weight of at least one APAO polymer;

(b) about 10 to about 50 parts by weight of at least one tackifier composition,

wherein:

the tackifier composition comprises at least thermoplastic hydrocarbon resin;

a portion of the volatile organic compounds in the thermoplastic hydrocarbon resin has been removed;

the antioxidant composition comprises at least one primary antioxidant, optionally at least one secondary antioxidant, and at least one hindered amine light stabilizer (HALS); and

the levels of individual volatile organic compounds of interest in the tackifier composition are less than about 0.5 ppm as measured by GC/MS headspace analysis as described in this disclosure;

(c) 0 to about 20 parts by weight of at least one oil;

(d) 0 to about 20 parts by weight of at least one wax; and

(e) 0 to about 1 part by weight of at least one additional antioxidant,

wherein the at least one tackifier composition comprises at least one fully hydrogenated or partially hydrogenated C9 resin; and

wherein a portion of the volatile organic compounds in the C9 resin has been removed.

9. The hygiene hot melt adhesive composition according to claim 1 , wherein said primary antioxidant is at least one sterically hindered phenol selected from the group consisting of: (CI)-(CXIX):

wherein R═C 8 H 17 or C 18 H 37

wherein R═C 8 H 17 or C 12 H 25 ;

10. The hygiene hot melt adhesive composition according to claim 1 , wherein said secondary antioxidant is at least one selected from the group consisting of: organo-phosphites, thioethers, and hydroxyl-amines.

11. The hygiene hot melt adhesive composition according to claim 10 , wherein said secondary antioxidant is selected from the group consisting of: 2,2′,T-Nitrilo[triethyl-[3,3,5,5-tetra-tert.-butyl-1,1-biphenyl-2,2-diyl] phosphite (CAS 80410-33-9); Bis(2,4-di-tert.-butyl-6-methylphenyl)-ethyl-phosphite (CAS 145650-60-8); Bis-(2,4-ditert.-butylphenol)pentaerythritol diphosphate (CAS 26741-53-7); Tris(2,4-di-tert.butyl phenyl) phosphite (CAS 31570-04-4); Tetrakis(2,4-di-tert-butylphenyl)[1, 1-biphenyl]-4,4′-diylbisphosphonite (CAS 119345-01-6); and Tri-(nonylphenyl)-phosphite.

12. The hygiene hot melt adhesive composition according to claim 10 , wherein said thioethers are selected from the group consisting of: didodecyl-3,3′-thiodipropionate (CAS 123-28-4) and 3,3′-Thiodipropionic acid dioctadecylester (CAS 693-36-7).

13. The hygiene hot melt adhesive composition according to claim 10 , wherein said hydroxyl-amines are oxidized bis(hydrogenated tallow alkyl) amines (CAS: 143925-92-2).

14. The hygiene hot melt adhesive composition according to claim 1 , wherein said HALS is at least one selected from the group consisting of: (A1)-(AX):

wherein R═H, CH 3 or OC 8 H 17

15. The hygiene hot melt adhesive composition according to claim 1 , wherein said primary antioxidant is present in an amount of about 0.3% to about 1% based on the weight of the thermoplastic hydrocarbon resin.

16. The hygiene hot melt adhesive composition according to claim 1 , wherein said secondary antioxidant is present in an amount of about 0.3% to about 1% based on the weight of said thermoplastic hydrocarbon resin.

17. The hygiene hot melt adhesive composition according to claim 1 , wherein said HALS is present in an amount of about 0.05% to about 0.5% by weight based on the weight of said thermoplastic hydrocarbon resin.

18. The hygiene hot melt adhesive composition according to claim 1 , wherein said primary antioxidant is pentaerythritol tetrakis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate), and wherein said secondary antioxidant is bis(2,2,6,6,-tetramethyl-4-piperidyl) sebacate.

19. An article comprising the hygiene hot melt adhesive composition of claim 1 .

Assignments (5)
SECURITY INTEREST Recorded May 1, 2026
From: SYNTHOMER ADHESIVE TECHNOLOGIES LLC
To: GLAS TRUST CORPORATION LIMITED, AS SECURITY AGENT
Reel/Frame 075312/0405 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2022
From: EASTMAN CHEMICAL COMPANY
To: SYNTHOMER ADHESIVE TECHNOLOGIES LLC
Reel/Frame 059701/0508 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2020
From: EASTMAN CHEMICAL MIDDELBURG B.V.
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 053159/0024 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2020
From: YUAN, BING; DICKERSON, JAMES PALMER; LIEW, BEE KIM; OSBOURNE, CHRISTOPHER WAYNE
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 052160/0869 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 19, 2020
From: SIERA, JACOBUS
To: EASTMAN CHEMICAL MIDDELBURG B. V.
Reel/Frame 052160/0873 →